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Abstract

During the past decade, the principles of conformational analysis (31, 32, 33, 125, 223) have been widely employed as an aid in the elucidation of the stereochemistry of steroids (163), terpenoids (32, 44, 223), alkaloids (97), and carbohydrates. The conformational analysis of carbohydrates has already been adequately treated elsewhere (162, 260, 279), and the use of this approach in the study of sesquiterpenoids has also been surveyed (265; see also 91). The present review will be concerned mainly with the application of conformational principles in the steroid and triterpenoid fields. The more important papers on this topic published up to the end of 1960 have been surveyed.

Keywords

Relate Product Conformational Analysis Chair Conformation Boat Conformation Steroid Series 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    Abd El Rehim, A. M. and C. H. Carlisle: The Structure of Methyl Oleanolate Iodoacetate. An X-Ray Determination. Chem. and Ind. 1954, 279.Google Scholar
  2. 2.
    Aebli, H., C. A. Grob und E. Schumacher: Die Isomerisierung von 5-Methyl-19-nor-koprosten-Derivaten. I. Teil. Die Irreversibilität der Westphalen-Lettré-Umlagerung. Helv. Chim. Acta 41, 774 (1958).CrossRefGoogle Scholar
  3. 3.
    Albrecht, R. und Ch. Tamm: Reduktion von Cholesten-(I)-on-(3) mit Metallhydriden und mit Aluminiumisopropylat. Helv. Chim. Acta 40, 2216 (1957).CrossRefGoogle Scholar
  4. 4.
    Allan, G. G., M. B. E. Fayez, F. S. Spring and R. Stevenson: Triterpenoids. Part XLVII. The Constitution of Some Compounds Obtained by the Dehydration of β-Amyrin and Related Alcohols. Further Observations on the Stereochemistry of α-Amyrin. J. Chem. Soc. (London) 1956, 456.Google Scholar
  5. 5.
    Allan, G. G. and F. S. Spring: Triterpenoids. Part XXXVI. Reactions of 18α-O1ean-12-en-3β-ol Derivatives and Observations on the Stereochemistry of α-Amyrin. J. Chem. Soc. (London) 1955, 2125.Google Scholar
  6. 6.
    Allinger, N. L.: The Relative Stabilities of Cis and Trans Isomers. Experientia 10, 328 (1954).CrossRefGoogle Scholar
  7. 7.
    Allinger, N. L.: The Relative Stabilities of cis and trans Isomers. II. The Decalin and Hydrindan Ring Systems. J. Organ. Chem. (USA) 21, 915 (1956).CrossRefGoogle Scholar
  8. 8.
    Allinger, N. L.: The Relative Stabilities of cis and trans Isomers. III. The Cyclodecenes. J. Amer. Chem. Soc. 79, 3443 (1957).CrossRefGoogle Scholar
  9. 9.
    Allinger, N. L.: Conformational Analysis. III. Applications to Some Medium Ring Compounds. J. Amer. Chem. Soc. 81, 5727 (1959).CrossRefGoogle Scholar
  10. 10.
    Allinger, N. L. and J. Allinger: The Conformers of 2-Bromocyclohexanone. Tetrahedron 2, 64 (1958).CrossRefGoogle Scholar
  11. 11.
    Allinger, N. L. and J. Allinger: Conformational Analysis. II. The 2-Bromo-4-t-butylcyclohexanones. J. Amer. Chem. Soc. 80, 5476 (1958).CrossRefGoogle Scholar
  12. 12.
    Allinger, N. L., J. Allinger, L. A. Freiberg, R. F. Czaja and N. A. Lebel: Conformational Analysis. XL The Conformers of 2-Chlorocyclohexanone. J. Amer. Chem. Soc. 82, 5876 (1960).CrossRefGoogle Scholar
  13. 13.
    Allinger, N. L., J. Allinger, L. E. Geller and C. Djerassi: Conformational Analysis. VI. Optical Rotatory Dispersion Studies. XXVII. Quantitative Studies of an α-Haloketone by the Rotatory Dispersion Method. J. Organ. Chem. (USA) 25, 6 (1960).CrossRefGoogle Scholar
  14. 14.
    Allinger, N. L. and J. L. Coke: The Relative Stabilities of cis and trans Isomers. VI. The Decalins. J. Amer. Chem. Soc. 81, 4080 (1959).CrossRefGoogle Scholar
  15. 15.
    Allinger, N. L. and J. L. Coke: The Relative Stabilities of cis and trans Isomers. VII. The Hydrindanes. J. Amer. Chem. Soc. 82, 2553 (1960).CrossRefGoogle Scholar
  16. 16.
    Allinger, N. L. and L. A. Freiberg: Conformational Analysis. X. The Energy of the Boat Form of the Cyclohexane Ring. J. Amer. Chem. Soc. 82, 2393 (1960).CrossRefGoogle Scholar
  17. 17.
    Allinger, N. L., R. B. Hermann and C. Djerassi: Relative Stabilities of cis and trans Isomers. VIII. Optical Rotatory Dispersion Studies. XXXIV. Kinetic and Equilibrium Measurements on Some Steroidal Hydrindanones. J. Organ. Chem. (USA) 25, 922 (1960).CrossRefGoogle Scholar
  18. 18.
    Allsop, I. L., A. R. H. Cole, D. E. White and R. L. S. Willix: Infrared Spectra of Natural Products. Part VI. The Characterization of Equatorial and Axial 3-Hydroxyl Groups in Triterpenoids. J. Chem. Soc. (London) 1956, 4868.Google Scholar
  19. 19.
    Alt, G. H. and D. H. R. Barton: Some Conformational Aspects of Neighbouring-group Participation. J. Chem. Soc. (London) 1954, 4284.Google Scholar
  20. 20.
    Ames, T. R., J. L. Beton, A. Bowers, T. G. Halsall and E. R. H. Jones: The Chemistry of the Triterpenes and Related Compounds. Part XXIII. The Structure of Taraxasterol, ψ-Taraxasterol (Heterolupeol), and Lupenol-I. J. Chem. Soc. (London) 1954, 1905.Google Scholar
  21. 21.
    Anagnostopoulos, C. E. and L. F. Fieser: Nitration of Unsaturated Steroids. J. Amer. Chem. Soc. 76, 532 (1954).CrossRefGoogle Scholar
  22. 22.
    Angyal, S. J. and D. J. Mchugh: Interaction Energies of Axial Hydroxyl Groups. Chem. and Ind. 1956, 1147.Google Scholar
  23. 23.
    Angyal, S. J. and R. J. Young: Glycol Fission in Rigid Systems. II. The Cholestane-3β,6,7-triols. Existence of a Cyclic Intermediate. J. Amer. Chem. Soc. 82, 5251 (1959).CrossRefGoogle Scholar
  24. 24.
    Anliker, R., O. Rohr und H. Heusser: Über Steroide und Sexualhormone. 205. Mitt. Über weitere Umlagerungen in den Ringen C und D der Steroide. Helv. Chim. Acta 38, 1171 (1955).CrossRefGoogle Scholar
  25. 25.
    Arnold, R. T. and M. J. Danzig: Thermal Decarboxylation of Unsaturated Acids. II. J. Amer. Chem. Soc. 79, 892 (1957).CrossRefGoogle Scholar
  26. 26.
    Auwers, K. V.: Über Beziehungen zwischen Konstitution und physikalischen Eigenschaften hydroaromatischer Verbindungen. Liebigs Ann. Chem. 420, 84 (1920).CrossRefGoogle Scholar
  27. 27.
    Barnes, C.S.: Methylsteroids. V. The Facilitation of Hydrolysis of Sterically Hindered Acetoxy Groups by Carbonyl Groups in the Lanosterol Series. Austral. J. Chem. 11, 546 (1958).CrossRefGoogle Scholar
  28. 28.
    Barnes, C. S. and A. Palmer: Methylsteroids. I. Some Observations on 3-Methyl-substituted Steroids Derived from Cholesterol. Austral. J. Chem. 9, 105 (1956).CrossRefGoogle Scholar
  29. 29.
    Barton, D. H. R.: Interactions between Non-bonded Atoms, and the Structure of cis-Decalin. J. Chem. Soc. (London) 1948, 340.Google Scholar
  30. 30.
    Barton, D. H. R.: cis-Elimination in Thermal Decompositions. J. Chem. Soc. (London) 1949, 2174.Google Scholar
  31. 31.
    Barton, D. H. R.: The Conformation of the Steroid Nucleus. Experientia 6, 316 (1950).CrossRefGoogle Scholar
  32. 32.
    Barton, D. H. R.: The Stereochemistry of cycloHexane Derivatives. J. Chem. Soc. (London) 1953, 1027.Google Scholar
  33. 33.
    Barton, D. H. R.: Conformation et réactivité des structures. Bull. soc. chim. France 1956, 973.Google Scholar
  34. 34.
    Barton, D. H. R.: Some Recent Progress In Conformational Analysis. In: Theoretical Organic Chemistry, p. 127. London: Butterworths Sci. Publ. 1959.Google Scholar
  35. 35.
    Barton, D. H. R. and C. J. W. Brooks: Triterpenoids. Part I. Morolic Acid, A New Triterpenoid Sapogenin. J. Chem. Soc. (London) 1951, 257.Google Scholar
  36. 36.
    Barton, D. H. R., A. Da S. Campos-Neves and R. C. Cookson: The 3-Methyl-cholestanols and their Derivatives. J. Chem. Soc. (London) 1956, 3500.Google Scholar
  37. 37.
    Barton, D. H. R. and R. C. Cookson: The Principles of Conformational Analysis. Quart. Rev. Chem. Soc. (London) 10, 44 (1956).CrossRefGoogle Scholar
  38. 38.
    Barton, D. H. R., R. C. Cookson, W. Klyne and C. W. Shoppee: The Conformation of cycloHexene. Chem. and Ind. 1954, 21.Google Scholar
  39. 39.
    Barton, D. H. R., R. M. Evans, J. C. Hamlet, P. G. Jones and T. Walker: Studies in the Synthesis of Cortisone. Part VII. The Preparation of 3β: 17α-Dihydroxyallopregnane-II: 20-dione. J. Chem. Soc. (London) 1954, 747.Google Scholar
  40. 40.
    Barton, D. H. R., O. Hassel, K. S. Pitzer and V. Prelog: Nomenclature of cycloHexane Bonds. Nature (London) 172, 1096 (1953).CrossRefGoogle Scholar
  41. 41.
    Barton, D. H. R. and A. J. Head: Long-range Effects in Alicyclic Systems. Part I. The Rates of Rearrangement of Some Steroidal Dibromides. J. Chem. Soc. (London) 1956, 932.Google Scholar
  42. 42.
    Barton, D. H. R., A. J. Head and P. J. May: Long-range Effects in Alicyclic Systems. Part II. The Rates of Condensation of Some Triterpenoid Ketones with Benzaldehyde. J. Chem. Soc. (London) 1957, 935.Google Scholar
  43. 43.
    Barton, D. H. R., A. J. Head and R. J. Williams: Stereospecificity in Thermal Elimination Reactions. Part III. The Pyrolysis of (—)-Menthyl Benzoate. J. Chem. Soc. (London) 1953, 1715.Google Scholar
  44. 44.
    Barton, D. H. R. and N. J. Holness: Triterpenoids. Part V. Some Relative Configurations in Rings C, D and E of the ß-Amyrin and the Lupeol Group of Triterpenoids. J. Chem. Soc. (London) 1952, 78.Google Scholar
  45. 45.
    Barton, D. H. R. and J. F. King: The Generalised Diaxial→Diequatorial Rearrangement. J. Chem. Soc. (London) 1958, 4398.Google Scholar
  46. 46.
    Barton, D. H. R. and W. Klyne: Abstract of Chemical Society Meeting. Chem. and Ind. 1953, 1386.Google Scholar
  47. 47.
    Barton, D. H. R. and G. F. Laws: Some Oxidation Products of Ergosta-7: 14: 22-trien-3β-yl Acetate (Ergosterol B3 Acetate). J. Chem. Soc. (London) 1954, 52.Google Scholar
  48. 48.
    Barton, D. H. R., D. A. Lewis and J. F. Mcghie: Conformational Anomalies in Some Triterpenoid Bromo-ketones. J. Chem. Soc. (London) 1957, 2907.Google Scholar
  49. 49.
    Barton, D. H. R., F. Mccapra, P. J. May and F. Thudium: Long-range Effects in Alicyclic Systems. Part III. The Relative Rates of Condensation of Some Steroid and Triterpenoid Ketones with Benzaldehyde. J. Chem. Soc. (London) 1960, 1297.Google Scholar
  50. 50.
    Barton, D. H. R., J. F. Mcghie, M. K. Pradhan and S. A. Knight: The Constitution and Stereochemistry of Euphol. J. Chem. Soc. (London) 1955, 876.Google Scholar
  51. 51.
    Barton, D. H. R. and E. Miller: Stereochemistry of the Cholesterol Dibromides. J. Amer. Chem. Soc. 72, 1066 (1950).CrossRefGoogle Scholar
  52. 52.
    Barton, D. H. R., J. E. Page and C. W. Shoppee: Infrared Absorption of Halogeno-steroids. J. Chem. Soc. (London) 1956, 331.Google Scholar
  53. 53.
    Barton, D. H. R. and C. H. Robinson: The Stereospecificity of Carbanion Reduction Processes. J. Chem. Soc. (London) 1954, 3045.Google Scholar
  54. 54.
    Barton, D. H. R. and W. J. Rosenfelder: The Application of the Method of Molecular-rotation Differences to Steroids. Part XII. Cholest-6-en-3β-ol. J. Chem. Soc. (London) 1949, 2459.Google Scholar
  55. 55.
    Barton, D. H. R. and W. J. Rosenfelder: The Stereochemistry of Steroids. Part IV. The Concept of Equatorial and Polar Bonds. J. Chem. Soc. (London) 1951, 1048.Google Scholar
  56. 56.
    Barton, D. H. R. and C. Schuerch: Unpublished results.Google Scholar
  57. 57.
    Bastiansen, O. and O. Hassel: Structure of the So-called cis-Decalin. Nature (London) 157, 765 (1946).CrossRefGoogle Scholar
  58. 58.
    Bastiansen, O. and O. Hassel: The Molecular Structure of the So-called “cis” Decalin. Tidsskr. Kjemi, Bergvesen Metall. 6, 70 (1946).Google Scholar
  59. 59.
    Baumgartner, G. und Ch. Tamm: 3α,12α-Dioxy-II-ketocholansäure. Helv. Chim. Acta 38, 441 (1955).CrossRefGoogle Scholar
  60. 60.
    Beaton, J. M. and F. S. Spring: Triterpenoids. Part XLII. The Configuration of the Carboxyl Group in Glycyrrhetic Acid. J. Chem. Soc. (London) 1955, 3126.Google Scholar
  61. 61.
    Beaton, J. M., F. S. Spring, R. Stevenson and W. S. Strachan: Triterpenoids. Part XXXIX. The Constitution and Stereochemistry of the Ursane Group of Triterpenoids. J. Chem. Soc. (London) 1955, 2610.Google Scholar
  62. 62.
    Beckett, C. W., N. K. Freeman and K. S. Pitzer: The Thermodynamic Properties and Molecular Structure of Cyclopentene and Cyclohexene. J. Amer. Chem. Soc. 70, 4227 (1948).CrossRefGoogle Scholar
  63. 63.
    Beckett, C. W., K. S. Pitzer and R. Spitzer: The Thermodynamic Properties and Molecular Structure of Cyclohexane, Methylcyclohexane, Ethylcyclo-hexane and the Seven Dimethylcyclohexanes. J. Amer. Chem. Soc. 69, 2488 (1947).CrossRefGoogle Scholar
  64. 64.
    Benkeser, R. A. and J. J. Hazdra: Factors Influencing the Direction of Elimination in the Chugaev Reaction. J. Amer. Chem. Soc. 81, 228 (1959).CrossRefGoogle Scholar
  65. 65.
    Berlin, A. J. and F. R. Jensen: Variation of Conformational Interactions with Radii and Polarisabilities. The Conformational Equilibria of the Cyclo-hexanes. Chem. and Ind. 1960, 998.Google Scholar
  66. 66.
    Bernstein, S., R. H. Lenhard and J. H. Williams: Steroidal Cyclic Ketals. V. Transformation Products of Adrenosterone. The Synthesis of Related C19O3-Steroids. J. Organ. Chem. (USA) 18, 1166 (1953).CrossRefGoogle Scholar
  67. 67.
    Beton, J. L., T. G. Halsall, E. R. H. Jones and P. C. Phillips: The Chemistry of the Triterpenes and Related Compounds. Part XXX. The Relative Stabilities of Ring-A Unsaturated Hydrocarbons Derived from 3: 4-Dimethylcholestane and 3-Methyl-24-norurs-12-ene. J. Chem. Soc. (London) 1957, 753.Google Scholar
  68. 68.
    Biellmann, J. F., D. Francetic et G. Ourisson: Effets conformationnels sur l’équilibre cis-trans d’α-hydrindanones. Tetrahedron Letters 1960, No. 18, 4.Google Scholar
  69. 69.
    Biellmann, J. F., R. Hanna, G. Ourisson, C. Sandris et B. Waegell: Étude d’interactions 1–3. Bull. soc. chim. France 1960, 1429.Google Scholar
  70. 70.
    Biellmann, J. F. et G. Ourisson: Stéréochimie de la contraction du cycle A de triterpènes et de corps apparentés. Bull. soc. chim. France 1960, 348.Google Scholar
  71. 71.
    Birch, A. J., H. Smith and R. E. Thornton: Reduction by Dissolving Metals. Part XIV. Some Stereochemical Aspects of the Reduction of αβ-Unsaturated Ketones. J. Chem. Soc. (London) 1957, 1339.Google Scholar
  72. 72.
    Bird, C. W. and R. C. Cookson: Control of Basic Strength by Steric Hindrance to Solvation of Ammonium Ions. Chem. and Ind. 1955, 1479.Google Scholar
  73. 75.
    Bird, C. W. and R. C. Cookson: Linear Free-Energy Relations in the Steroid Series. Basic Strengths of Aminocholestanes. J. Chem. Soc. (London) 1960, 2343.Google Scholar
  74. 74.
    Bird, C. W., R. C. Cookson and S. H. Dandegaonker: Absorption Spectra of Ketones. Part V. γ-Substituted αβ-Unsaturated Ketones. J. Chem. Soc. (London) 1956, 3675.Google Scholar
  75. 75.
    Bladon, P.: Studies in the Steroid Group. Part LXVIII. Epidioxides Derived from Lumisterol and Related Compounds. J. Chem. Soc. (London) 1955, 2176.Google Scholar
  76. 76.
    Bladon, P., H. B. Henbest, E. R. H. Jones, B. J. Lovell, G. W. Wood, G. F. Woods, J. Elks, R. M. Evans, D. E. Hathway, J. F. Oughton and G. H. Thomas: Studies in the Steroid Group. Part LXII. Studies in the Synthesis of Cortisone. Part I. A Novel Route to II-Ketosteroids. J. Chem. Soc. (London) 1953, 2921.Google Scholar
  77. 77.
    Bordwell, F. G. and R. J. Kern: Elimination Reactions in Cyclic Systems. I. cis Eliminations in the Cyclohexane and Cyclopentane Series. J. Amer. Chem. Soc. 77, 1141 (1955).CrossRefGoogle Scholar
  78. 78.
    Bordwell, F. G. and P. S. Landis: Elimination Reactions. VIII. A trans Chugaev Elimination. J. Amer. Chem. Soc. 80, 2450 (1958).CrossRefGoogle Scholar
  79. 79.
    Bordwell, F. G. and M. L. Peterson: Elimination Reactions in Cyclic Systems. II. cis Eliminations Promoted by the Sulfonate Group. J. Amer. Chem. Soc. 77, 1145 (1955).CrossRefGoogle Scholar
  80. 80.
    Bose, A. K.: The Stereochemistry of the Reaction of Nitrous Acid with Cyclohexylamines. Experientia 9, 256 (1953).CrossRefGoogle Scholar
  81. 81.
    Bowers, A., E. Denot, R. Urquiza and L. M. Sanchez-Hidalgo: Steroids. CXXVI. Some Fission Reactions of Steroid 5,6-Epoxides Induced by Boron Trifluoride Etherate. Tetrahedron 8, 116 (1960).CrossRefGoogle Scholar
  82. 82.
    Bowers, A., L. C. IbáñEz and H. J. Ringold: Steroids. CXX. Synthesis of Halogenated Steroid Hormones. New Routes to 6α;-Fluorotestosterone and the 6α-and 6β-Fluoro Analogs of Progesterone. The Synthesis of 6α-and 6β-Fluoro Reichstein’s Compound “S” and 6α-and 6β-Fluorodesoxy-corticosterone Acetate. Tetrahedron 7, 138 (19CrossRefGoogle Scholar
  83. 83.
    Brewster, J. H.: The Configuration of Atrolactic Acid. Retention of Configuration in the Acid-catalyzed Ring Opening of Stilbene Oxides. J. Amer. Chem. Soc. 78, 4061 (1956).CrossRefGoogle Scholar
  84. 84.
    Brooks, R. V., W. Klyne and E. Miller: The Separation of Steroid Alcohols by Chromatography of their Benzoates on Alumina. Biochemie. J. 54, 212 (1953).Google Scholar
  85. 85.
    Brooks, S. G., J. S. Hunt, A. G. Long and B. Mooney: Studies in the Synthesis of Cortisone. Part XIX. Paper Chromatography of Some Steroidal 11: 12-Diols and-Ketols. J. Chem. Soc. (London) 1957, 1175.Google Scholar
  86. 86.
    Brownlie, G. and F. S. Spring: Triterpenoids. Part XLIX. The Constitution of the Ester C33H46O7 Obtained by Oxidation of Methyl Glycyrrhetate Acetate. J. Chem. Soc. (London) 1956, 1949.Google Scholar
  87. 87.
    Castells, J., G. A. Fletcher, E. R. H. Jones, G. D. Meakins and R. Swindells: Steroids of Unnatural Configuration. Part II. Reduction Products of Lumisterol: Hexahydrocompounds. J. Chem. Soc. (London) 1960, 2627.Google Scholar
  88. 88.
    Cavell, E. A. S., N. B. Chapman and M. D. Johnson: Conformation and Reactivity. Part I. Kinetics of the Alkaline Hydrolysis of the Methyl Cyclo-hexane-mono-and-di-carboxylates and 4-t-Butylcyclohexanecarboxylates. J. Chem. Soc. (London) 1960, 1413.Google Scholar
  89. 89.
    Charman, H. B., E. D. Hughes and Sir C. K. Ingold: Mechanism of Electro-philic Substitution at a Saturated Carbon Atom. Part II. Kinetics, Stereochemistry, and Mechanism of the Two-alkyl Mercury-exchange Reaction. J. Chem. Soc. (London) 1959, 2530.Google Scholar
  90. 90.
    Clayton, R. B., H. B. Henbest and M. Smith: Aspects of Stereochemistry. Part V. Reactions of cycloHexane-1: 3-diol Monoarenesulphonates with Alkali. J. Chem. Soc. (London) 1957, 1982.Google Scholar
  91. 91.
    Cocker, W. and T. B. H. Mcmurry: Stereochemical Relationships in the Eudesmane (Selinane) Group of Sesquiterpenes. Tetrahedron 8, 181 (1960).CrossRefGoogle Scholar
  92. 92.
    Cole, A. R. H.: Infrared Spectra of Natural Products. Fortschr. Chem. organ. Naturstoffe 13, 1 (1956).Google Scholar
  93. 93.
    Cole, A. R. H., P. R. Jefferies and G. T. A. Müller: Infrared Spectra of Natural Products. Part X. Conformations and Infrared Spectra of Substituted cyclo Hexanols. J. Chem. Soc. (London) 1959, 1222.Google Scholar
  94. 94.
    Cole, A. R. H. and A. J. Michell: Infrared Spectra of Natural Products. Part XII. Triterpenoid and Diterpenoid Carboxylic Acids. J. Chem. Soc. (London) 1959, 2005.Google Scholar
  95. 95.
    Cole, A. R. H. and G. T. A. Müller: Infrared Spectra of Natural Products. Part XI. Intramolecular Hydrogen-bonding and Stereochemistry of Triterpenoid Diols and Related Compounds. J. Chem. Soc. (London) 1959, 1224.Google Scholar
  96. 96.
    Cole, A. R. H., G. T. A. Müller, D. W. Thornton and R. L. S. Willix: Infrared Spectra of Natural Products. Part IX. Frequencies and Intensities of Hydroxyl Absorption Bands in Triterpenoids and Similar Compounds. J. Chem. Soc. (London) 1959, 1218.Google Scholar
  97. 97.
    Cookson, R. C.: The Stereochemistry of Alkaloids. Chem. and Ind. 1953, 337.Google Scholar
  98. 98.
    Cookson, R. C.: Absorption Spectra of Ketones. Part I. α-Halogenoketones. J. Chem. Soc. (London) 1954, 282.Google Scholar
  99. 99.
    Cookson, R. C. and S. H. Dandegaonker: Absorption Spectra of Ketones. Part II. The Configuration of Some Bromoderivatives of 6-Oxocholestanyl Acetate. Absorption Spectra of α-Ketols. J. Chem. Soc. (London) 1955, 352.Google Scholar
  100. 100.
    Cookson, R. C. and J. Hudec: The Stereochemistry of Acid-catalysed Opening of Styrene Oxides. Proc. Chem. Soc. (London) 1957, 24.Google Scholar
  101. 101.
    Cope, A. C. and E. M. Acton: Amine Oxides. V. Olefins from N,N-Dimethyl-menthylamine and N,N-Dimethylneomenthylamine Oxides. J. Amer. Chem. Soc. 80, 355 (1958).CrossRefGoogle Scholar
  102. 102.
    Corey, E. J.: Prediction of the Stereochemistry of α-Brominated Keto-steroids. Experientia 9, 329 (1953).CrossRefGoogle Scholar
  103. 103.
    Corey, E. J.: The Stereochemistry of α-Haloketones. I. The Molecular Configurations of Some Monocyclic α-Halocyclanones. J. Amer. Chem. Soc. 75, 2301 (1953).CrossRefGoogle Scholar
  104. 104.
    Corey, E. J.: The Stereochemistry of α-Haloketones. V. Prediction of the Stereochemistry of α-Brominated Ketosteroids. J. Amer. Chem. Soc. 76, 175 (1954).CrossRefGoogle Scholar
  105. 105.
    Corey, E. J. and H. J. Burke: The Stereochemistry of α-Haloketones. VII. The Stereochemistry and Spectra of Some α-Chlorocyclohexanones. J. Amer. Chem. Soc. 77, 5418 (1955).CrossRefGoogle Scholar
  106. 106.
    Corey, E. J. and E. W. Cantrall: Proof of the Structure and Stereochemistry of α-Amyrin.by Synthesis from a β-Amyrin Derivative, Glycyrrhetic Acid. J. Amer. Chem. Soc. 81, 1745 (1959).CrossRefGoogle Scholar
  107. 107.
    Corey, E. J., M. G. Howell, A. Boston, R. L. Young and R. A. Sneen: Spectral and Stereochemical Studies with Deuterated Cyclohexanes. J. Amer. Chem. Soc. 78, 5036 (1956).CrossRefGoogle Scholar
  108. 108.
    Corey, E. J. and R. A. Sneen: The Stereochemistry of the 3-Carboxy-, 3-Carboxymethyl-and 3-Acetylcholestanes and 5-Cholestenes. J. Amer. Chem. Soc. 75, 6234 (1953).CrossRefGoogle Scholar
  109. 109.
    Corey, E. J. and R. A. Sneen: Calculation of Molecular Geometry by Vector Analysis. Application to Six-membered Alicyclic Rings. J. Amer. Chem. Soc. 77, 2505 (1955).CrossRefGoogle Scholar
  110. 110.
    Corey, E. J. and R. A. Sneen: Stereoelectronic Control in Enolization-Ketonization Reactions. J. Amer. Chem. Soc. 78, 6269 (1956).CrossRefGoogle Scholar
  111. 111.
    Corey, E. J. and J. J. Ursprung: The Stereochemistry of the α-Amyrins. Chem. and Ind. 1954, 1387.Google Scholar
  112. 112.
    Corey, E. J. and J. J. Ursprung: The Stereochemistry of the α-Amyrins. J. Amer. Chem. Soc. 78, 183 (1956).CrossRefGoogle Scholar
  113. 113.
    Corey, E. J. and J. J. Ursprung: The Structure of the Triterpenes Friedelin and Cerin. J. Amer. Chem. Soc. 78, 5041 (1956).CrossRefGoogle Scholar
  114. 114.
    Cornubert, R.: Le principe de la prééminence des liaisons équatoriales chez les dérivés cyclohexaniques. Bull. soc. chim. France 1956, 996.Google Scholar
  115. 115.
    Cremlyn, R. J. W., D. L. Garmaise and C. W. Shoppee: Steroids and Waiden Inversion. Part X. The Reconversion of D-Homosteroids into Steroids. J. Chem. Soc. (London) 1953, 1847.Google Scholar
  116. 116.
    Cummins, E. G. and J. E. Page: Studies in the Synthesis of Cortisone. Part XX. The Infrared Absorption of a-Halogeno-oxo-steroids. J. Chem. Soc. (London) 1957, 3847.Google Scholar
  117. 117.
    Dauben, W. G.: Stereochemistry in Polycyclic Systems. Bull. soc. chim. France 1960, 1338.Google Scholar
  118. 118.
    Dauben, W. G., E. J. Blanz, J. Jiu and R. A. Micheli: The Stereochemistry of the Hydride Reduction of Some Steroidal Ketones. J. Amer. Chem. Soc. 78, 3752 (1956).CrossRefGoogle Scholar
  119. 119.
    Dauben, W. G., G. A. Boswell and G. H. Berezin: The Configuration of B-Norsteroid Derivatives. J. Amer. Chem. Soc. 81, 6082 (1959).CrossRefGoogle Scholar
  120. 120.
    Dauben, W. G. and R. E. Bozak: Lithium Aluminum Hydride Reduction of Methylcyclohexanones. J. Organ. Chem. (USA) 24, 1596 (1959).CrossRefGoogle Scholar
  121. 121.
    Dauben, W. G. and G. J. Fonken: Reactions of B-Norcholesterol. J. Amer. Chem. Soc. 78, 4736 (1956).CrossRefGoogle Scholar
  122. 122.
    Dauben, W. G., G. J. Fonken and D. S. Noyce: The Stereochemistry of Hydride Reductions. J. Amer. Chem. Soc. 78, 2579 (1956).CrossRefGoogle Scholar
  123. 123.
    Dauben, W. G. and J. Jiu: The Stereochemistry and Reactivity of the cis-5-Hydrindanyl Derivatives. J. Amer. Chem. Soc. 76, 4426 (1954).CrossRefGoogle Scholar
  124. 124.
    Dauben, W. G., R. A. Micheli and J. F. Eastham: The Reduction of Steroidal Enol Acetates with Lithium Aluminum Hydride and Sodium Borohydride. J. Amer. Chem. Soc. 74, 3852 (1952).CrossRefGoogle Scholar
  125. 125.
    Dauben, W. G. and K. S. Pitzer: Conformational Analysis. In: M. S. Newman, Steric Effects in Organic Chemistry, p. I. New York: J. Wiley and Sons. 1956.Google Scholar
  126. 126.
    Dauben, W. G., R. C. Tweit and R. L. Maclean: The Configuration and Reactivity of 9-Substituted Decalins. J. Amer. Chem. Soc. 77, 48 (1955).CrossRefGoogle Scholar
  127. 127.
    Dauben, W. G., R. C. Tweit and C. Mannerskantz: Decahydronaphthoic Acids and their Relationship to the Decalols and Decalylamines. A Stereochemical Study of the Reaction of Nitrous Acid with Decalylamines. J. Amer. Chem. Soc. 76, 4420 (1954).CrossRefGoogle Scholar
  128. 128.
    Davies, G. F. and E. C. Gilbert: The Heat of Combustion of cis-and trans-Decahydronaphthalene. J. Amer. Chem. Soc. 63, 1585 (1941).CrossRefGoogle Scholar
  129. 129.
    Depuy, C. H. and R. W. King: Pyrolytic Cis Eliminations. Chem. Rev. 60, 431 (1960).CrossRefGoogle Scholar
  130. 130.
    Dippy, J. F. J., S. R. C. Hughes and J. W. Laxton: Chemical Constitution and the Dissociation Constants of Monocarboxylic Acids. Part XIV. Mono-methylcyclohexanecarboxylic Acids. J. Chem. Soc. (London) 1954, 4102.Google Scholar
  131. 131.
    Djerassi, C.: Optical Rotatory Dispersion. New York: McGraw-Hill. 1960.Google Scholar
  132. 132.
    Djerassi, C. and R. Ehrlich: Lead Tetraacetate Oxidation of Steroidal Glycols. Some Observations on Ouabagenin. J. Organ. Chem. (USA) 19, 1351 (1954).CrossRefGoogle Scholar
  133. 133.
    Djerassi, C., N. Finch, R. C. Cookson and C. W. Bird: Optical Rotatory Dispersion Studies. XXXVI. α-Haloketones (Part 7). Demonstration of Boat Form in the Bromination of 2α-Methylcholestan-3-one. J. Amer. Chem. Soc. 82, 5488 (1960).CrossRefGoogle Scholar
  134. 134.
    Djerassi, C., N. Finch and R. Mauli: Optical Rotatory Dispersion Studies. XXX. Demonstration of Boat Form in a 3-Ketosteroid. J. Amer. Chem. Soc. 81, 4997 (1959).CrossRefGoogle Scholar
  135. 135.
    Djerassi, C., I. Fornaguera and O. Mancera: Optical Rotatory Dispersion Studies. XXIII. α-Haloketones (Part 3). J. Amer. Chem. Soc. 81, 2383 (1959).CrossRefGoogle Scholar
  136. 136.
    Djerassi, C. and L. E. Geller: Optical Rotatory Dispersion Studies. XVIII. Demonstration of Conformational Mobility in 2-Chloro-5-methyl-cyclohexanone. Tetrahedron 3, 319 (1958).CrossRefGoogle Scholar
  137. 137.
    Djerassi, C., L. E. Geller and E. J. Eisenbraun: Optical Rotatory Dispersion Studies. XXVI. α-Haloketones (Part 4). Demonstration of Conformational Mobility in α-Halocyclohexanones. J. Organ. Chem. (USA) 25, 1 (1960).CrossRefGoogle Scholar
  138. 138.
    Djerassi, C., T. T. Grossnickle and L. B. High: The Constitution and Stereochemistry of Digitogenin. J. Amer. Chem. Soc. 78, 3166 (1956).CrossRefGoogle Scholar
  139. 139.
    Djerassi, C., O. Halpern, V. Halpern, O. Schindler und Ch. Tamm: Untersuchungen der optischen Rotationsdispersion. XV. Anwendung auf Steroid-Ketole und herzwirksame Aglykone. Helv. Chim. Acta 41, 250 (1958).CrossRefGoogle Scholar
  140. 140.
    Djerassi, C., L. B. High, J. Fried and E. F. Sabo: Correlation of Digitogenin with Progesterone. J. Amer. Chem. Soc. 77, 3673 (1955).CrossRefGoogle Scholar
  141. 141.
    Djerassi, C. and W. Klyne: Optical Rotatory Dispersion Studies. X. Determination of Absolute Configuration of α-Halocyclohexanones. J. Amer. Chem. Soc. 79, 1506 (1957).CrossRefGoogle Scholar
  142. 142.
    Djerassi, C. and A. E. Lippman: Terpenoids. XIII. The Structures of the Cactus Triterpenes Machaeric Acid and Machaerinic Acid. J. Amer. Chem. Soc. 77, 1825 (1955).CrossRefGoogle Scholar
  143. 143.
    Djerassi, C. and J. S. Mills: Terpenoids. XXXII. The Structure of the Cactus Triterpene Treleasegenic Acid. Ring Conformational Alterations in a Pentacyclic Triterpene. J. Amer. Chem. Soc. 80, 1236 (1958).CrossRefGoogle Scholar
  144. 144.
    Djerassi, C., J. Osiecki, R. Riniker and B. Riniker: Optical Rotatory Dispersion Studies. XIV. α-Haloketones (Part 2). J. Amer. Chem. Soc. 80, 1216 (1958).CrossRefGoogle Scholar
  145. 145.
    Djerassi, C., C. H. Robinson and D. B. Thomas: Terpenoids. XXV. The Structure of the Cactus Triterpene Dumortierigenin. J. Amer. Chem. Soc. 78, 5685 (1956).CrossRefGoogle Scholar
  146. 146.
    Djerassi, C., D. B. Thomas, A. L. Livingston and C. R. Thompson: Terpenoids. XXXI. The Structure and Stereochemistry of Medicagenic Acid. J. Amer. Chem. Soc. 79, 5292 (1957).CrossRefGoogle Scholar
  147. 147.
    Djerassi, C., E. J. Warawa, R. E. Wolff and E. J. Eisenbraun: Optical Rotatory Dispersion Studies. XXXIII. α-Haloketones (Part 6). trans-2-Bromo-5-t-butylcyclohexanone. J. Organ. Chem. (USA) 25, 917 (1960).CrossRefGoogle Scholar
  148. 148.
    Drefahl, G. und S. Huneck: Über die epimeren 3-Amino-friedelane. Chem. Ber. 93, 1961 (1960).CrossRefGoogle Scholar
  149. 149.
    Drefahl, G. und S. Huneck: Über Reduktionsprodukte verschiedener Triterpenoxime und Tri-terpensäureamide. Chem. Ber. 93, 1967 (1960).CrossRefGoogle Scholar
  150. 150.
    Dreiding, A. S.: The Conformations of Hydrindanes and the Relative Stabilities of the cis-and traws-Configurations at the C/D Ring Juncture in Steroids. Chem. and Ind. 1954, 992.Google Scholar
  151. 151.
    Eliel, E. L.: Conformational Analysis in Mobile Systems. J. Chem. Education 37, 126 (1960).CrossRefGoogle Scholar
  152. 152.
    Eliel, E. L. and R. G. Haber: The Boiling Points of the Methylcyclo-hexanols-an Exception to the Conformational Rule. J. Organ. Chem. (USA) 23, 2041 (1958).CrossRefGoogle Scholar
  153. 153.
    Eliel, E. L. and R. G. Haber: Conformational Analysis. VII. Reaction of Alkylcyclohexyl Bromides with Thiophenolate. The Conformational Equilibrium Constant of Bromine. J. Amer. Chem. Soc. 81, 1249 (1959).CrossRefGoogle Scholar
  154. 154.
    Eliel, E. L. and C. A. Lukach: Conformational Analysis. II. Esterification Rates of Cyclohexanols. J. Amer. Chem. Soc. 79, 5986 (1957).CrossRefGoogle Scholar
  155. 155.
    Eliel, E. L. and M. N. Rerick: Reduction with Metal Hydrides. VIII. Reductions of Ketones and Epimerization of Alcohols with Lithium Aluminum Hydride-Aluminum Chloride. J. Amer. Chem. Soc. 82, 1367 (1960).CrossRefGoogle Scholar
  156. 156.
    Eliel, E. L. and R. S. Ro: Conformational Analysis. III. Epimerization Equilibria of Alkylcyclohexanols. J. Amer. Chem. Soc. 79, 5992 (1957).CrossRefGoogle Scholar
  157. 157.
    Eliel, E. L. and R. S. Ro: Conformational Analysis. IV. Bimolecular Displacement Rates of Cyclohexyl p-Toluenesulfonates and the Conformational Equilibrium Constant of the p-Toluenesulfonate Group. J. Amer. Chem. Soc. 79, 5995 (1957).CrossRefGoogle Scholar
  158. 158.
    Elks, J., G. H. Phillipps, D. A. H. Taylor and L. J. Wyman: Studies in the Synthesis of Cortisone. Part VIII. A Wagner-Meerwein Rearrangement involving Rings C and D of the Steroid Nucleus. J. Chem. Soc. (London) 1954, 1739.Google Scholar
  159. 159.
    Elks, J., G. H. Phillipps, T. Walker and L. J. Wyman: Studies in the Synthesis of Cortisone. Part XV. Improvements in the Conversion of Hecogenin into 3β: 12β-Diacetoxy-5α: 25D-spirostan-II-one and a Study of the Isomeric II: 12-Ketols. J. Chem. Soc. (London) 1956, 4330.Google Scholar
  160. 160.
    Evans, D. E. and G. H. R. Summers: The Stereochemistry of the 3: cyclo-Cholestan-6-ylamines. J. Chem. Soc. (London) 1957, 906.Google Scholar
  161. 161.
    Fayez, M. B. E., J. Grigor, F. S. Spring and R. Stevenson: Triterpenoids. Part XLIV. The Constitution of “1-α-Amyradiene”. J. Chem. Soc. (London) 1955, 3378.Google Scholar
  162. 162.
    Ferrier, R. J. and W. G. Overend: Newer Aspects of the Stereochemistry of Carbohydrates. Quart. Rev. Chem. Soc. (London) 13, 265 (1959).CrossRefGoogle Scholar
  163. 163.
    Fieser, L. F. and M. Fieser: Steroids. New York: Reinhold Publ. Corp. 1959.Google Scholar
  164. 164.
    —preceding reference, p. 212.Google Scholar
  165. 165.
    Fieser, L. F. and S. Rajagopalan: Selective Oxidation with N-Bromo-succinimide. II. Cholestane-3β,5α,6β-triol. J. Amer. Chem. Soc. 71, 3938 (1949).CrossRefGoogle Scholar
  166. 166.
    Fridrichsons, J. and A. Mcl. Mathieson: Triterpenoids. The Crystal Structure of Lanostenyl Iodoacetate. J. Chem. Soc. (London) 1953, 2159.Google Scholar
  167. 167.
    Froemsdorf, D. H., C. H. Collins, G. S. Hammond and C. H. Depuy: The Direction of Elimination in the Pyrolysis of Acetates. J. Amer. Chem. Soc. 81, 643 (1959).CrossRefGoogle Scholar
  168. 168.
    Fürst, A. and Pl. A. Plattner: The Steric Course of the Reactions of Steroid Epoxides. Abstracts of Papers, 12th Intern. Congr. Pure Appl. Chem., p. 409. New York. 1951.Google Scholar
  169. 169.
    Fürst, A. und R. Scotoni, Jr.: Über Steroide und Sexualhormone. 191. Mitt. Die Konfiguration der 4-Oxy-cholestane. Helv. Chim. Acta 36, 1332 (1953).CrossRefGoogle Scholar
  170. 170.
    Fürst, A. und R. Scotoni, Jr.: Über Steroide und Sexualhormone. 192. Mitt. Überführung von 11,12α-Oxido-Steroiden in II-Keto-Verbindungen. Helv. Chim. Acta 36, 1410 (1953).CrossRefGoogle Scholar
  171. 171.
    Gallagher, T. F. and W. P. Long: Partial Synthesis of Compounds Related to Adrenal Cortical Hormones. IV. An Improved Method for the Preparation of 3α,IIα-Dihydroxycholanic Acid. J. Biol. Chem. 162, 521 (1946).Google Scholar
  172. 172.
    Gent, B. B. and J. Mckenna: Stereochemical Investigations of Cyclic Bases. Part IV. Hofmann Degradation of 6α-and 6β-Cholestanyltrimethylammonium Salts. J. Chem. Soc. (London) 1959, 137.Google Scholar
  173. 173.
    Goto, T.: Stereochemistry of B-Norcoprostane Derivatives. J. Amer. Chem. Soc. 82, 2005 (1960).CrossRefGoogle Scholar
  174. 174.
    Goto, T. and L. F. Fieser: B-Norcoprostane Derivatives. J. Amer. Chem. Soc. 81, 2276 (1959).CrossRefGoogle Scholar
  175. 175.
    Graber, R. P., C. S. Snoddy, H. B. Arnold and N. L. Wendler: The Oxidation of Cholesterol by Periodic Acid. J. Organ. Chem. (USA) 21, 1517 (1956).CrossRefGoogle Scholar
  176. 176.
    Grigor, J., W. Laird, D. Maclean, G. T. Newbold and F. S. Spring: Steroids. Part XIV. 7: 8-Epoxides of 9α-and 9β-Ergostan-II-one Derivatives. J. Chem. Soc. (London) 1954, 2333.Google Scholar
  177. 177.
    Grimmer, G.: Konstitutionsermittlung von Hydroxysteroiden im Mikro-maßstab. Liebigs Ann. Chem. 636, 42 (1960).CrossRefGoogle Scholar
  178. 178.
    Grob, C. A. und S. Winstein: Mechanismus der Mutarotation von 5,6-Dibromo-cholestan. Helv. Chim. Acta 35, 782 (1952).CrossRefGoogle Scholar
  179. 179.
    Hallsworth, A. S. and H. B. Henbest: Aspects of Stereochemistry. Part VII. Metal Reduction of Vicinal Epoxycyclohexanes. J. Chem. Soc. (London) 1957, 4604.Google Scholar
  180. 180.
    Hallsworth, A. S. and H. B. Henbest: Aspects of Stereochemistry. Part XVI. The Effect of a Hydroxyl Group upon the Metal-reduction of Vicinal Epoxides. J. Chem. Soc. (London) 1960, 3571.Google Scholar
  181. 181.
    Hammond, G. S. and D. H. Hogle: The Dissociation of Sterically Hindered Acids. J. Amer. Chem. Soc. 77, 338 (1955).CrossRefGoogle Scholar
  182. 182.
    Hampton, J., A. Leo and F. H. Westheimer: The Mechanism of the Cleavage of Phenyl-t-butylcarbinol by Chromic Acid. J. Amer. Chem. Soc. 78, 306 (1956).CrossRefGoogle Scholar
  183. 183.
    Hanna, R., J. Levisalles et G. Ourisson: Stéréochimie des onocéranes. Remarques sur la dispersion rotatoire des cétones triterpéniques. Bull. soc. chim. France 1960, 1938.Google Scholar
  184. 184.
    Hanna, R., C. Sandris et G. Ourisson: Étude de cetones cycliques (VI). Comparaison d’α-dicétones polycycliques. Bull. soc. chim. France 1959, 1454.Google Scholar
  185. 185.
    Hardy, K. D. and R. J. Wicker: Chemical Reductions of Substituted Cyclohexanones. J. Amer. Chem. Soc. 80, 640 (1958).CrossRefGoogle Scholar
  186. 186.
    Hassel, O.: Betydningen av De „Van der Waals’ske Atomradier“ for Molekylenes Stereokjemiske Bygning. Tidsskr. Kjemi, Bergvesen Metall. 3, 91 (1943).Google Scholar
  187. 187.
    Hassel, O.: Stereochemistry of Cyclohexane. Research (London) 3, 504 (1950).Google Scholar
  188. 188.
    Hassel, O.: Stereochemistry of cycloHexane. Quart. Rev. Chem. Soc. (London) 7, 221 (1953).CrossRefGoogle Scholar
  189. 189.
    Hassel, O. and B. Ottar: The Structure of Molecules Containing Cyclohexane or Pyranose Rings. Acta Chem. Scand. I, 929 (1947).CrossRefGoogle Scholar
  190. 190.
    Hassel, O. and H. Viervoll: Electron Diffraction Investigations of Molecular Structures. II. Results Obtained by the Rotating Sector Method. Acta Chem. Scand. I, 149 (1947).CrossRefGoogle Scholar
  191. 191.
    Hauptmann, H.: Some Steroid Mercaptols. J. Amer. Chem. Soc. 69, 562 (1947).CrossRefGoogle Scholar
  192. 192.
    Hauptmann, H. und F. O. Bobbio: Über Steroidmercaptole. IV. Die Reaktion des 3,7,12-Trioxo-cholansäure-äthylesters mit substituierten Äthylen-dimercaptanen. Chem. Ber. 93, 2187 (1960).CrossRefGoogle Scholar
  193. 193.
    Hauptmann, H. and M. M. Campos: Steroid Mercaptols. IL J. Amer. Chem. Soc. 74, 3179 (1952).CrossRefGoogle Scholar
  194. 194.
    Haworth, R. D., J. Mckenna and R. G. Powell: The Constitution of Conessine. Part V. Synthesis of Some Basic Steroids. J. Chem. Soc. (London) 1953, 1110.Google Scholar
  195. 195.
    Hazebroek, P. and L. J. Oosterhoff: The Isomers of Cyclohexane. Discuss. Faraday Soc. 10, 87 (1951).CrossRefGoogle Scholar
  196. 196.
    Henbest, H. B. and B. J. Lovell: Aspects of Stereochemistry. Part IL Intramolecular Electrophilic Assistance of Displacement Reactions. J. Chem. Soc. (London) 1957, 1965.Google Scholar
  197. 197.
    Henbest, H. B. and B. B. Millward: Aspects of Stereochemistry. Part XVII. Oxetans from Monoarenesulphonyl Esters of 1,3-Diols. J. Chem. Soc. (London) 1960, 3575.Google Scholar
  198. 198.
    Henbest, H. B., B. Nicholls, W. R. Jackson, R. A. L. Wilson, N. S. Crossley, M. B. Meyers and R. S. Mcelhinney: Directing Effects of Near and Remote Groups on the Addition of Reagents to Double Bonds. Bull. soc. chim. France 1960, 1365.Google Scholar
  199. 199.
    Henbest, H. B. and R. A. L. Wilson: Aspects of Stereochemistry. Part I. Stereospecificity in Formation of Epoxides from Cyclic Allylic Alcohols. J. Chem. Soc. (London) 1957, 1958.Google Scholar
  200. 200.
    Henbest, H. B. and T. I. Wrigley: Aspects of Stereochemistry. Part VI. Reactions of Some Epoxy-steroids with the Boron Trifluoride-Ether Complex. J. Chem. Soc. (London) 1957, 4596.Google Scholar
  201. 201.
    Henbest, H. B. and T. I. Wrigley: Aspects Of Stereochemistry. Part Ix. The Formation Of Fluorohydrins From The Cholesteryl 5: 6-Epoxides and Boron Trifluoride-Ether Complex. J. Chem. Soc. (London) 1957, 4765.Google Scholar
  202. 202.
    Hennion, G. F. and F. X. O’Shea: Ethynylation of 4-t-Butylcyclohexanone and Kinetics of Saponification of the Ethynylcarbinol Esters. J. Amer. Chem. Soc. 80, 614 (1958).CrossRefGoogle Scholar
  203. 203.
    Heusler, K. und A. Wettstein: Über Steroide. 113. Mitt. Zur Herstellung von II-Keto-Derivaten aus im Ring C unsubstituierten Steroiden. Helv. Chim. Acta 36, 398 (1953).CrossRefGoogle Scholar
  204. 204.
    Heusser, H., K. Eichenberger, P. Kurath, H. R. DäLlenbach und O. Jeger: Über Steroide und Sexualhormone. 176. Mitt. Ein neuer Weg zur Synthese von II-Keto-Steroiden. Helv. Chim. Acta 34, 2106 (1951).CrossRefGoogle Scholar
  205. 205.
    Hirschmann, R., C. S. Snoddy, C. F. Hiskey and N. L. Wendler: The Rearrangement of the Steroid C/D Rings. J. Amer. Chem. Soc. 76, 4013 (1954).CrossRefGoogle Scholar
  206. 206.
    Hückel, W. und M. Hanack: Beiträge zur Konstellationsanalyse. I. Liebigs Ann. Chem. 616, 18 (1958).CrossRefGoogle Scholar
  207. 206.
    Hückel, W. und Y. Riad: Beiträge zur Konstellationsanalyse. VI. Infrarotspektren alicyclischer Alkohole. Liebigs Ann. Chem. 637, 33 (1960).CrossRefGoogle Scholar
  208. 208.
    Ingold, Sir C. K.: Structure and Mechanism in Organic Chemistry. Ithaca: Cornell Univ. Press. 1953.Google Scholar
  209. 209.
    Jackman, L. M.: Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry. London: Pergamon Press. 1959.Google Scholar
  210. 210.
    Jensen, F. R.: The Stereochemistry of the Cleavage of Di-sec-butylmercury by Mercuric Bromide. J. Amer. Chem. Soc. 82, 2469 (1960).CrossRefGoogle Scholar
  211. 211.
    Jensen, F. R. and L. H. Gale: Organomercurials. V. The Conformational Preference of the Bromomercuri Group. J. Amer. Chem. Soc. 81, 6337 (1959).CrossRefGoogle Scholar
  212. 212.
    Jensen, F. R. and L. H. Gale: A Stereochemical Study of the Cleavage of Organomercurials by Various Brominating Agents. J. Amer. Chem. Soc. 82, 148 (1960).CrossRefGoogle Scholar
  213. 213.
    Jensen, F. R., D. S. Noyce, C. H. Sederholm and A. J. Berlin: The Energy Barrier for the Chair-Chair Inter con version of Cyclohexane. J. Amer. Chem. Soc. 82, 1256 (1960).CrossRefGoogle Scholar
  214. 214.
    Johnson, W. S.: The Relative Stability of Stereoisomeric Forms of Fused Ring Systems. Experientia 7, 315 (1951).CrossRefGoogle Scholar
  215. 215.
    Johnson, W. S.: Energy Relationships of Fused Ring Systems. J. Amer. Chem. Soc. 75, 1498 (1953).CrossRefGoogle Scholar
  216. 216.
    Johnson, W. S., J. L. Margrave, V. J. Bauer, M. A. Frisch, L. H. Dreger and W. N. Hubbard: The Energy Difference Between the Boat and Chair Forms of Cyclohexane. J. Amer. Chem. Soc. 82, 1255 (1960).CrossRefGoogle Scholar
  217. 217.
    Jones, E. R. H., G. D. Meakins and J. S. Stephenson: Studies in the Steroid Group. Part LXXI. The Preparation and Reactions of 9α-Methyl-ergostane Derivatives. J. Chem. Soc. (London) 1958, 2156.Google Scholar
  218. 218.
    Jones, R. N. and F. Herling: The Infrared Spectra of Acetoxysteroids below 1350 cm.-1 J. Amer. Chem. Soc. 78, 1152 (1956).CrossRefGoogle Scholar
  219. 219.
    Jones, R. N., D. A. Ramsay, F. Herling and K. Dobriner: The Infrared Spectra of α-Brominated Ketosteroids. J. Amer. Chem. Soc. 74, 2828 (1952).CrossRefGoogle Scholar
  220. 220.
    Jones, R. N. and G. Roberts: The Infrared Spectra of Hydroxysteroids below 1350 cm.-1 J. Amer. Chem. Soc. 80, 6121 (1958).CrossRefGoogle Scholar
  221. 221.
    Kelly, R. B.: A Relationship Between the Conformations of Cyclohexane Derivatives and Their Physical Properties. Canad. J. Chem. 35, 149 (1957).CrossRefGoogle Scholar
  222. 222.
    Klinot, J. and A. Vystrčll: Conformation of Epimeric 2-Bromoallo-betulones. Chem. and Ind. 1960, 1360.Google Scholar
  223. 223.
    Klyne, W.: The Conformations of Six-Membered Ring Systems. Progr. Stereo-chem. I, 36 (1954).Google Scholar
  224. 224.
    Klyne, W.: Conformational Studies on cycloHexanones. Experientia 12, 119 (1956).CrossRefGoogle Scholar
  225. 225.
    Klyne, W.: Optical Rotatory Dispersion in Structural and Stereochemical Studies. Bull. soc. chim. France 1960, 1396.Google Scholar
  226. 226.
    Klyne, W.: Optical Rotatory Dispersion and the Study of Organic Structures. Adv. Organic Chem. I, 239 (1960).Google Scholar
  227. 227.
    Koutchérov, V. F., V. M. Andréev et N. Y. Grigorieva: Conformations réactionelles des acides cyclohexéniques substitués. Bull. soc. chim. France 1960, 1406.Google Scholar
  228. 228.
    Kritchevsky, T. H., D. L. Garmaise and T. F. Gallagher: Partial Synthesis of Compounds Related to Adrenal Cortical Hormones. XVI. Preparation of Cortisone and Related Compounds. J. Amer. Chem. Soc. 74, 483 (1952).CrossRefGoogle Scholar
  229. 229.
    Kuhn, L. P.: The Hydrogen Bond. I. Intra-and Inter molecular Hydrogen. Bonds in Alcohols. J. Amer. Chem. Soc. 74, 2492 (1952).CrossRefGoogle Scholar
  230. 230.
    Kuhn, L. P.: The Hydrogen Bond. II. The Intramolecular Bond in Cyclic 1,2-Diols. J. Amer. Chem. Soc. 76, 4323 (1954).CrossRefGoogle Scholar
  231. 231.
    Kumler, W. D. and A. C. Huitric: Dipole Moments, Spectra and Structure of α-Halocyclohexanones, α-Halocyclopentanones and Related Compounds. J. Amer. Chem. Soc. 78, 3369 (1956).CrossRefGoogle Scholar
  232. 232.
    Kupchan, S. M., C. I. Ayres, M. Neeman, R. H. Hensler, T. Masamune and S. Rajagopalan: Veratrum Alkaloids. XXXVIII. The Structure and Configuration of Protoverine. J. Amer. Chem. Soc. 82, 2242 (1960).CrossRefGoogle Scholar
  233. 233.
    Kupchan, S. M., W. S. Johnson and S. Rajagopalan: The Configuration of Cevine. Tetrahedron 7, 47 (1959).CrossRefGoogle Scholar
  234. 234.
    Kupchan, S. M. and C. R. Narayanan: Veratrum Alkaloids. XXVIII. The Structure and Configuration of Germine. J. Amer. Chem. Soc. 81, 1913 (1959).CrossRefGoogle Scholar
  235. 235.
    Kupchan, S. M., P. Slade and R. J. Young: Intramolecular Catalysis. Facilitation of Alkaline Hydrolysis of Alicyclic 1,2-Diol Monoesters. Tetrahedron Letters 1960, No. 24, 22.Google Scholar
  236. 236.
    Kwart, H. and P. S. Francis: Structural and Conformational Effects on the Rates of Oxidation of Secondary Alcohols by Chromic Acid. J. Amer. Chem. Soc. 81, 2116 (1959).CrossRefGoogle Scholar
  237. 237.
    Kwart, H. and L. B. Weisfeld: Acid Catalysis in the Isomerization of 5α,6β-Dibromocholestane. J. Amer. Chem. Soc. 78, 635 (1956).CrossRefGoogle Scholar
  238. 238.
    Laird, W., F. S. Spring and R. Stevenson: Pentacyclic Triterpenoid Backbone Rearrangement: Constitution of Brein. J. Amer. Chem. Soc. 82, 4108 (1960).CrossRefGoogle Scholar
  239. 239.
    Lardon, A., H, P. Sigg und T. Reichstein: 15-Keto-und 15-Hydroxy-ätiansäuren. Helv. Chim. Acta 42, 1457 (1959).CrossRefGoogle Scholar
  240. 240.
    Le Fèvre, C. G. and R. J. W. Le Fèvre: Molecular Polarisability. The Molar Kerr Constants and Conformations of cis-and trans-Decalins. J. Chem. Soc. (London) 1957, 3458.Google Scholar
  241. 241.
    Lemieux, R. U. and P. Chu: Conformations and Relative Stabilities of Acetylated Sugars as Determined by Nuclear Magnetic Resonance Spectroscopy and Anomerization Equilibria. Abstracts of Papers, 133rd Meeting Amer. Chem. Soc, p. 31 N. San Francisco. 1958.Google Scholar
  242. 242.
    Lemieux, R. U., R. K. Kullnig, H. J. Bernstein and W. G. Schneider: Configurational Effects in the Proton Magnetic Resonance Spectra of Acetylated Carbohydrates. J. Amer. Chem. Soc. 79, 1005 (1957).CrossRefGoogle Scholar
  243. 243.
    Lemieux, R. U., R. K. Kullnig, H. J. Bernstein and W. G. Schneider: Configurational Effects on the Proton Magnetic Resonance Spectra of Six-membered Ring Compounds. J. Amer. Chem. Soc. 80, 6098 (1958).CrossRefGoogle Scholar
  244. 244.
    Levine, S. G. and M. E. Wall: Steroidal Sapogenins. LVI. The Preparation of 12-Methyl Sapogenins. J. Amer. Chem. Soc. 82, 3391 (1960).CrossRefGoogle Scholar
  245. 245.
    Levisalles, J.: La forme bateau dans les équilibres et les réactions des cycles hexatomiques. Bull. soc. chim. France 1960, 551.Google Scholar
  246. 246.
    Linde, H. und K. Meyer: Konstitution des Resibufogenins. Helv. Chim. Acta 42, 807 (1959).CrossRefGoogle Scholar
  247. 247.
    Linstead, R. P.: Carbocyclic Compounds. Annu. Rep. Chem. Soc. (London) 32, 305 (1935).Google Scholar
  248. 248.
    Loewenthal, H. J. E.: Selective Reactions and Modification of Functional Groups in Steroid Chemistry. Tetrahedron 6, 269 (1959).CrossRefGoogle Scholar
  249. 249.
    Lwowski, W.: Nachbargruppen-Effekte in der organischen Chemie. Angew. Chem. 70, 483 (1958).CrossRefGoogle Scholar
  250. 250.
    Mcaleer, W. J., M. A. Kozlowski, T. H. Stoudt and J. M. Chemerda: Microbially Produced 7α-and 7β-Hydroxy-△4-3-keto Steroids. J. Organ. Chem. (USA) 23, 958 (1958).CrossRefGoogle Scholar
  251. 251.
    Mccoubrey, J. C. and A. R. Ubbelohde: The Configuration of Flexible Organic Molecules. Quart. Rev. Chem. Soc. (London) 5, 364 (1951).CrossRefGoogle Scholar
  252. 252.
    Mckenna, J. and A. Tulley: Stereochemical Investigations of Cyclic Bases. Part V. Exhaustive Methylation of N-Methyl-4-aza-5α-and-5β-cholestane, and the Reaction of the Methines with Acetic Acid: the Possibility of “άβ” Hofmann Elimination with Cyclic Ammonium Hydroxides. J. Chem. Soc. (London) 1960, 945.Google Scholar
  253. 253.
    Mateos, J. L.: Rate of Reduction of Some Steroid Ketones with Sodium Borohydride. J. Organ. Chem. (USA) 24, 2034 (1959).CrossRefGoogle Scholar
  254. 254.
    Mathieu, J., M. Legrand et J. Valls: Sur un effet à distance lors de la solvolyse de quelques 17β-tosyloxy Stéroïdes. Bull. soc. chim. France 1960, 549.Google Scholar
  255. 255.
    Mauli, R., H. J. Ringold and C. Djerassi: Steroids. CXLV. 2-Methyl-androstane Derivatives. Demonstration of Boat Form in the Bromination of 2α-Methyl-androstan-17β-ol-3-one. J. Amer. Chem. Soc. 82, 5494 (1960).CrossRefGoogle Scholar
  256. 256.
    Mayor, P. A. and G. D. Meakins: Steroids of Unnatural Configuration. Part IV. Oxidation of Lumisterol and Lumisteryl Acetate with Perbenzoic Acid. J. Chem. Soc. (London) 1960, 2792.Google Scholar
  257. 257.
    Mayor, P. A. and G. D. Meakins: Steroids of Unnatural Configuration. Part V. Preparation of Lumistanol A from an Oxidation Product of Lumisteryl Acetate. J. Chem. Soc. (London) 1960, 2800.Google Scholar
  258. 258.
    Melera, A., D. Arigoni, A. Eschenmoser, O. Jeger und L. Ruzicka: Zur Kenntnis der Triterpene. 192. Mitt. Absolute Konfiguration des Kohlenstoffatoms 20 in α-Amyrin; ein Beitrag zur Konstitution des Ringes E. Helv. Chim. Acta 39, 441 (1956).CrossRefGoogle Scholar
  259. 259.
    Mills, J. A.: The Reaction of Ring-substituted cycloHexylamines with Nitrous Acid. An Interpretation based on Conformational Analysis. J. Chem. Soc. (London) 1953, 260.Google Scholar
  260. 260.
    Mills, J. A.: The Stereochemistry of Cyclic Derivatives of Carbohydrates. Adv. Carbohydrate Chem. 10, 1 (1955).CrossRefGoogle Scholar
  261. 261.
    Miyazawa, T. and K. S. Pitzer: Thermodynamic Functions for Gaseous cis-and trans-Decalins from 298 to 1000° K. J. Amer. Chem. Soc. 80, 60 (1958).CrossRefGoogle Scholar
  262. 262.
    Mizushina, S.-L: Structure of Molecules and Internal Rotation. New York: Academic Press Inc. 1954.Google Scholar
  263. 263.
    Mohr, E.: Die Baeyersche Spannungstheorie und die Struktur des Diamanten. J. prakt. Chem. [2] 98, 315 (1918).CrossRefGoogle Scholar
  264. 264.
    Moritani, I., S. Nishida and M. Murakami: The Effect of Conformation on Reactivity. I. Acetolysis of the trans-Decalyl p-Toluenesulphonates; 1,3-Diaxial Interactions as a Factor in the Chemical Behavior of Decalyl Derivatives. J. Amer. Chem. Soc. 81, 3420 (1959).CrossRefGoogle Scholar
  265. 265.
    Naves, Y.-R.: Structure conformationelle des terpènes. Bull. soc. chim. France 1956, 1020.Google Scholar
  266. 266.
    Neiderhiser, D. H. and W. W. Wells: The Structure of Methostenol and Its Distribution in Rat Tissues. Arch. Biochem. Biophys. 81, 300 (1959).CrossRefGoogle Scholar
  267. 267.
    Nickon, A.: A Relationship between Conformation and Infrared Absorption in 1,2-Halohydrins. J. Amer. Chem. Soc. 79, 243 (1957).CrossRefGoogle Scholar
  268. 268.
    Nishida, S.: The Effect of Conformation on Reactivity. II. Rates of Acetolysis of Isomeric Cholestanyl p-Toluenesulphonates. J. Amer. Chem. Soc. 82, 4290 (1960).CrossRefGoogle Scholar
  269. 269.
    Noyce, D. S. and W. L. Reed: Carbonyl Reactions. IX. The Rate and Mechanism of the Base-catalyzed Condensation of Benzaldehyde and Acetone. Factors Influencing the Structural Course of Condensation of Unsymmetrical Ketones. J. Amer. Chem. Soc. 81, 624 (1959).CrossRefGoogle Scholar
  270. 270.
    Orloff, H. D.: The Stereoisomerism of Cyclohexane Derivatives. Chem. Rev. 54, 347 (1954).CrossRefGoogle Scholar
  271. 271.
    Ourisson, G. et A. Rassat: Réduction du camphre par les métaux dissous. Obtention sélective d’isobornéol. Tetrahedron Letters 1960, No. 21, 16.Google Scholar
  272. 272.
    Page, J. E.: Studies in the Synthesis of Cortisone. Part XL Infrared Spectra of Alkoxy-and Acetoxy-Steroids. J. Chem. Soc. (London) 1955, 2017.Google Scholar
  273. 273.
    Pauncz, R. and D. Ginsburg: Conformational Analysis of Alicyclic Compounds. I. Considerations of Molecular Geometry and Energy in Medium and Large Rings. Tetrahedron 9, 40 (1960).CrossRefGoogle Scholar
  274. 274.
    Petrowitz, H.-J.: Zur Kieselgelschicht — Chromatographie der stereoisomeren Menthole. Angew. Chem. 72, 921 (1960).CrossRefGoogle Scholar
  275. 275.
    Pickering, R. A. and C. C. Price: An Estimate of the Conformational Equilibrium in Cyclohexanol from Infrared Spectra. J. Amer. Chem. Soc. 80, 4931 (1958).CrossRefGoogle Scholar
  276. 276.
    Pitzer, K. S.: Potential Energies for Rotation About Single Bonds. Discuss. Faraday Soc. 10, 66 (1951).CrossRefGoogle Scholar
  277. 277.
    Quinkert, G.: Die Stabilitätenreihenfolge der stereoisomeren Hydrindan-und Hydrindanon-Verbindungen. Experientia 13, 381 (1957).CrossRefGoogle Scholar
  278. 278.
    Ramirez, F. and S. Stafiej: The Nitrous Acid Deamination of 17β-Hydroxy-2o-amino-C21 Steroids. Stereochemistry of D-Homoannulation. II. J. Amer. Chem. Soc. 78, 644 (1956).CrossRefGoogle Scholar
  279. 279.
    Reeves, R. E.: Chemistry of the Carbohydrates. Annu. Rev. Biochem. 27, 15 (1958).CrossRefGoogle Scholar
  280. 280.
    Roberts, I. and G. E. Kimball: The Halogenation of Ethylenes. J. Amer. Chem. Soc. 59, 947 (1937).CrossRefGoogle Scholar
  281. 281.
    Roberts, G. and C. W. Shoppee: Steroids and Waiden Inversion. Part XV. The Mechanism and Stereochemical Course of Some Grignard Carboxylations-and Oxygenations. J. Chem. Soc. (London) 1954, 3418.Google Scholar
  282. 282.
    Robins, P. A. and J. Walker: Eclipsed Carbonyl Oxygen-Carbon Non-Bonded Interaction in Cyclic Ketones. Chem. and Ind. 1954, 773.Google Scholar
  283. 283.
    Robins, P. A. and J. Walker: Stability Sequence Of Five Stereoisomeric Perhydro-I: 4-dioxo-phenanthrenes. J. Chem. Soc. (London) 1955, 1789.Google Scholar
  284. 284.
    Roček, J. and J. KrupičKa: Oxidations with Chromium (VI) Oxide. VII. The Mechanism of Oxidation of Secondary Alcohols. Collect. Czech. Chem. Commun. 23, 2068 (1958).Google Scholar
  285. 285.
    Rosen, W. E., J. B. Ziegler, A. C. Shabica and J. N. Shoolery: The Stereochemistry of Steroidal Sapogenins. III. N. m. r. Spectra. J. Amer. Chem. Soc. 81, 1687 (1959).CrossRefGoogle Scholar
  286. 286.
    Ross, A., P. A. S. Smith and A. S. Dreiding: The Relative Stabilities of cis-trans Isomers of Bicyclic Ring Systems with Angular Methyl Groups. II. J. Organ. Chem. (USA) 20, 905 (1955).CrossRefGoogle Scholar
  287. 287.
    Ruzicka, L. und K. Hofmann: Polyterpene und Polyterpenoide. C. Über Umsetzungen an den Ringen A und E der Oleanolsäure. Beiträge zur Kenntnis-des Kohlenstoffgerüstes pentacyclischer Triterpene. Helv. Chim. Acta 19, 114 (1936).CrossRefGoogle Scholar
  288. 288.
    Sachse, H.: Über die geometrischen Isomerien der Hexamethylenderivate. Ber. dtsch. chem. Ges. 23, 1363 (1890).CrossRefGoogle Scholar
  289. 289.
    Sandris, C. et G. Ourisson: Étude de cétones cycliques (V): Un effet conformationnel nouveau. Bull. soc. chim. France 1958, 1524.Google Scholar
  290. 290.
    Sannié, C. et H. Lapin: Recherches sur les sapogénines à noyau stérolique-Identification de ces génines sur de petites quantités de plantes. Bull. soc. chim. France 1952, 1080.Google Scholar
  291. 291.
    Savard, K.: Paper Partition Chromatography of C19-and C21-Ketosteroids. J. Biol. Chem. 202, 457 (1953).Google Scholar
  292. 292.
    Savard, K.: Some Theoretical and Some Practical Aspects of Partition Chromatography of Ketosteroids. Recent Progr. Hormone Res. 9, 185 (1954).Google Scholar
  293. 293.
    Schreiber, J. und A. Eschenmoser: Über die relative Geschwindigkeit der Chromosäureoxydation sekundärer, alicyclischer Alkohole. Helv. Chim. Acta 38, 1529 (1955).CrossRefGoogle Scholar
  294. 294.
    Shaw, J. I. and R. Stevenson: 4-Bromo-and 4-Chloro-cholest-4-en-3-one J. Chem. Soc. (London) 1955, 3549.Google Scholar
  295. 295.
    Shoolery, J. N. and M. T. Rogers: Nuclear Magnetic Resonance Spectra of Steroids. J. Amer. Chem. Soc. 80, 5121 (1958).CrossRefGoogle Scholar
  296. 296.
    Shoppee, C. W., R. J. W. Cremlyn, D. E. Evans and G. H. R. Summers: Steroids and Waiden Inversion. Part XXXVIII. The Deamination of Epimeric Cholestan-2-,-4-, and-7-ylamines. J. Chem. Soc. (London) 1957, 4364.Google Scholar
  297. 297.
    Shoppee, C. W., D. E. Evans and G. H. R. Summers: Steroids and Walden Inversion. Part XXXVI. The Mechanism of Deamination. J. Chem. Soc. (London) 1957, 97.Google Scholar
  298. 298.
    Shoppee, C. W. and J. C. P. Sly: Steroids and Waiden Inversion. Part XLI. The Deamination of Some A-Nor-, B-Nor-, and 17-Amino-steroids. J. Chem. Soc. (London) 1959, 345.Google Scholar
  299. 299.
    Shriner, R. I., R. Adams and C. S. Marvel: Stereoisomerism. In: H. Gilman, Organic Chemistry, 2nd ed., Vol. I, p. 214. New York: J. Wiley and Sons. 1943.Google Scholar
  300. 300.
    Sicher, J., M. Tichý, F. ŠIpoš and M. PáNková: Kinetic Evidence for a Cyclohexane Boat Intermediate during Neighbouring-group Participation. Proc. Chem. Soc. (London) 1960, 384.Google Scholar
  301. 301.
    Sigg, H. P. und Ch. Tamm: Synthese von I-Keto-A-nor-cholestan. Beitrag zur Kenntnis der Faworski-Reaktion. Helv. Chim. Acta 43, 1402 (1960).CrossRefGoogle Scholar
  302. 302.
    Simonsen, Sir J. and W. C. J. Ross: The Terpenes, Vol. V. Cambridge: Univ. Press. 1957.Google Scholar
  303. 303.
    Skita, A.: Über die geometrische Isomerie der Polymethylene. Ber. dtsch. chem. Ges. 53, 1792 (1920).CrossRefGoogle Scholar
  304. 304.
    Slomp, G. and B. R. Mcgarvey: Nuclear Magnetic Resonance Studies on 6-Methyl Steroids. J. Amer. Chem. Soc. 81, 2200 (1959).CrossRefGoogle Scholar
  305. 305.
    Slomp, G. and F. Mackellar: Nuclear Magnetic Resonance Studies using Pyridine Solutions. J. Amer. Chem. Soc. 82, 999 (1960).CrossRefGoogle Scholar
  306. 306.
    Smith, L. L., M. Marx, J. J. Garbarini, T. Foell, V. E. Origoni and J. J. Goodman: 16α-Hydroxy Steroids. VII. The Isomerization of Tri-amcinoline. J. Amer. Chem. Soc. 82, 4616 (1960).CrossRefGoogle Scholar
  307. 307.
    Sommer, P. F., V. P. Arya und W. Simon: Über scheinbare Dissoziationskonstanten von Carbonsäuren mit äquatorialer und axialer Lage der Carboxyl-gruppe. Tetrahedron Letters 1960, No. 20, 18.Google Scholar
  308. 308.
    Sondheimer, F., Y. Klibansky, Y. M. Y. Haddad, G. H. R. Summers and W. Klyne: The Boat Conformation of Ring A in the Steroids: a Further Example. Chem. and Ind. 1960, 902.Google Scholar
  309. 309.
    Stiles, M., D. Wolf and G. V. Hudson: Catalyst Selectivity in the Reactions of Unsymmetrical Ketones; Reaction of Butanone with Benzaldehyde and p-Nitrobenzaldehyde. J. Amer. Chem. Soc. 81, 628 (1959).CrossRefGoogle Scholar
  310. 310.
    Stolow, R. D.: A Quantitative Relationship between Dissociation Constants and Conformational Equilibria. Cyclohexanecarboxylic Acids. J. Amer. Chem. Soc. 81, 5806 (1959).CrossRefGoogle Scholar
  311. 311.
    Stork, G. and S. D. Darling: Stereochemistry of the Lithium-Ammonia Reduction of α,β-Unsaturated Ketones. J. Amer. Chem. Soc. 82, 1512 (1960).CrossRefGoogle Scholar
  312. 312.
    Streitwieser, A.: Solvolytic Displacement Reactions at Saturated Carbon Atoms. Chem. Rev. 56, 571 (1956).CrossRefGoogle Scholar
  313. 313.
    Streitwieser, A.: An Interpretation of the Reaction of Aliphatic Primary Amines with Nitrous Acid. J. Organ. Chem. (USA) 22, 861 (1957).CrossRefGoogle Scholar
  314. 314.
    Tichý, M., J. Jonáš and J. Sicher: Stereochemical Studies. XVII. Dissociation Constants of Cyclohexanecarboxylic Acids and Cyclohexylamines, and Conformational Equilibria. Collect. Czech. Chem. Comm. 24, 3434 (1959).Google Scholar
  315. 315.
    Turner, R. B.: Energy Differences in the cis-and trans-Decalins. J. Amer. Chem. Soc. 74, 2118 (1952).CrossRefGoogle Scholar
  316. 316.
    Turner, R. B., R. Anliker, R. Helbling, J. Meier und H. Heusser: Über Steroide und Sexualhormone. 204. Mitt. Zur Stereochemie der epimeren 17a-Methyl-D-homo-testosterone. Helv. Chim. Acta 38, 411 (1955).CrossRefGoogle Scholar
  317. 317.
    Usković, M., M. Gut, E. N. Trachtenberg, W. Klyne and R. I. Dorfman: D-Homosteroids. IV. 17β,17aβ-Dimethyl-17α,17aα-dihydroxy-and 17,17-Dimethyl-17a-keto-D-homosteroids. J. Amer. Chem. Soc. 82, 4965 (1960).CrossRefGoogle Scholar
  318. 318.
    Villotti, R., H. J. Ringold and C. Djerassi: Optical Rotatory Dispersion Studies. XXXVII. Steroids. CXLVI. On the Mechanism and Stereochemical Course of the Bromination of 3-Keto Steroids and their Enol Acetates. J. Amer. Chem. Soc. 82, 5693 (1960).CrossRefGoogle Scholar
  319. 319.
    Wechter, W. J.: Stereoselective cis-Non-Markownikoff Hydration of Steroid Double Bonds. Chem. and Ind. 1959, 294.Google Scholar
  320. 320.
    Weinstock, J., R. G. Pearson and F. G. Bordwell: E 2 Elimination Reactions in the Cyclohexane and Cyclopentane Series. J. Amer. Chem. Soc. 76, 4748 (1954).CrossRefGoogle Scholar
  321. 321.
    Wells, W. W. and D. H. Neiderhiser: Isolation and Synthesis of a New Sterol from Rat Feces. J. Amer. Chem. Soc. 79, 6569 (1957).CrossRefGoogle Scholar
  322. 322.
    Wendler, N. L.: D-Homosteroids: Boat Conformation of the D-Ring. Chem. and Ind. 1958, 1662.Google Scholar
  323. 323.
    Wendler, N. L.: D-Homosteroids. Boat Conformation of the D-Ring. Tetrahedron 11, 213 (1960).CrossRefGoogle Scholar
  324. 324.
    Wendler, N. L. and D. Taub: Group Transfer and Ring Contraction Phenomena in the Steroid Series. Chem. and Ind. 1958, 415.Google Scholar
  325. 325.
    Wendler, N. L., D. Taub, S. Dobriner and D. K. Fukushima: The Structure and Synthesis of D-Homosteroids. J. Amer. Chem. Soc. 78, 5027 (1956).CrossRefGoogle Scholar
  326. 326.
    Wendler, N. L., D. Taub and R. P. Graber: Group Transfer and Ring Contraction Phenomena in the D-Homosteroid Series. Tetrahedron 7, 173 (1959).CrossRefGoogle Scholar
  327. 327.
    West, R., J. J. Korst and W. S. Johnson: 1,3-Diaxial Hydrogen Bonding and the Intramolecular Assistance of Solvolysis. J. Organ. Chem. (USA) 25, 1976 (1960).CrossRefGoogle Scholar
  328. 328.
    Wheeler, D. M. S. and J. W. Huffman: The Stereochemistry of Reduction by Complex Metal Hydrides. Experientia 16, 516 (1960).CrossRefGoogle Scholar
  329. 329.
    Wheeler, O. H. and V. S. Gaind: Dissociation Constants of the Cyano-hydrins of Some Triterpene Ketones. Canad. J. Chem. 36, 1735 (1958).CrossRefGoogle Scholar
  330. 330.
    Wheeler, O. H. and J. L. Mateos: Reactivity Studies on Natural Products. V. Rates of Borohydride Reduction of Some Ring A and B Steroid Ketones. Canad. J. Chem. 36, 1049 (1958).CrossRefGoogle Scholar
  331. 331.
    Wheeler, O. H. and J. L. Mateos: Stereochemistry of Reduction of Ketones by Complex Metal Hydrides. Canad. J. Chem. 36, 1431 (1958).CrossRefGoogle Scholar
  332. 332.
    Whitham, G. H.: The Structure of Nyctanthic Acid. J. Chem. Soc. (London) 1960, 2016.Google Scholar
  333. 333.
    Winstein, S. and Collaborators: many papers under the title, The Role of Neighboring Groups in Replacement Reactions. J. Amer. Chem. Soc. 64 (1942), et seq.Google Scholar
  334. 334.
    Winstein, S. and E. Grunwald: The Role of Neighboring Groups in Replacement Reactions. XIII. General Theory of Neighboring Groups and Reactivity. J. Amer. Chem. Soc. 70, 828 (1948).CrossRefGoogle Scholar
  335. 335.
    Winstein, S. and N. J. Holness: Neighboring Carbon and Hydrogen. XIX. t-Butylcyclohexyl Derivatives. Quantitative Conformational Analysis. J. Amer. Chem. Soc. 77, 5562 (1955).CrossRefGoogle Scholar
  336. 336.
    Winstein, S. and T. G. Traylor: Mechanisms of Reaction of Organo-mercurials. II. Electrophilic Substitution on Saturated Carbon. Acetolysis of Dialkylmercury Compounds. J. Amer. Chem. Soc. 77, 3747 (1955).CrossRefGoogle Scholar
  337. 337.
    Winstein, S. and T. G. Traylor: Mechanisms of Reaction of Organomercurials. III. Preparation and Substitution Reactions of Bridgehead Mercurials. J. Amer. Chem. Soc. 78, 2597 (1956).CrossRefGoogle Scholar
  338. 338.
    Winstein, S., T. G. Traylor and C. S. Garner: Mechanisms of Reaction of Organomercurials. I. Stereochemistry of Electrophilic Displacement on cis-2-Methoxycyclohexylneophylmercury by Radio-mercuric Chloride. J. Amer. Chem. Soc. 77, 3741 (1955).CrossRefGoogle Scholar
  339. 339.
    Zimmermann, H. E.: The Stereochemistry of the Ketonization Reaction of Enols. J. Organ. Chem. (USA) 20, 549 (1955), and later papers in this series.CrossRefGoogle Scholar

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© Springer-Verlag in Vienna 1961

Authors and Affiliations

  • D. H. R. Barton
    • 1
  • G. A. Morrison
    • 1
  1. 1.LondonUK

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