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Conformational analysis of the stereoisomers of 3-methyl-2-oxo-2-thiabicyclo[4.4.0]decane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The conditions for the separation of the stereoisomeric sulfones and sulfoxides of 3-methyl-2-thiabicyclo[4.4.0]decane were found by means of capillary gas-liquid chromatography, and the relative thermodynamic stabilities of the latter were determined. The configuration of the stereoisomeric sulfoxides was established on the basis of oxidation data, the characteristics of the physicochemical properties, and the Kerr effect.

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Literature cited

  1. E. N. Karaulova, G. D. Gal'pern, V. Sh. Shaikhrazieva, and I. V. Cherepanova, Neftekhimiya, 7, No. 5, 812 (1967).

    Google Scholar 

  2. E. N. Karaulova, L. M. Petrova, G. D. Gal'pern, A. Yu. Koshevnik, E. S. Brodskii, I. M. Lukashenko, and F. V. Kozlova, Khim. Geterotsikl. Soedin., No. 7, 913 (1973).

    Google Scholar 

  3. V. Sh. Shaikhrazieva, Master's Dissertation, Inst. Petrochemical Synthesis Academy of Sciences of the USSR, Moscow (1968).

    Google Scholar 

  4. C. R. Johnson, J. Am. Chem. Soc., 85, 1020 (1963).

    Google Scholar 

  5. K. Mislow, T. Simmons, J. T. Mellio, and A. L. Ternay, J. Am. Chem. Soc., 86, 1452 (1964).

    Google Scholar 

  6. C. J. Le Fevre and R. J. W. Le Fevre, Rev. Pure Appl. Chem., 5, 261 (1955).

    Google Scholar 

  7. R. P. Arshinova, Master's Dissertation, Kazan State Univ., Kazan (1969), p. 222.

    Google Scholar 

  8. E. Eliel, N. A. Allinger, S. Angyal, and G. Morrison, Conformational Analysis, Wiley (1965).

  9. C. J. Le Fevre and R. J. W. Le Fevre, in: Physical Methods of Organic Chemistry, Vol. 1, New York-London (1960), p. 2459.

    Google Scholar 

  10. M. J. Aroney, Z. R. Fisher, and R. J. W. Le Fevre, J. Chem. Soc., No. 9, 445 (1963).

    Google Scholar 

  11. A. N. Vereshchagin and L. A. Grozina, Teor. Eksp. Khim., 4, 361 (1968).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 621–624, May, 1976.

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Karaulova, E.N., Petrova, L.M., Gal'pern, G.D. et al. Conformational analysis of the stereoisomers of 3-methyl-2-oxo-2-thiabicyclo[4.4.0]decane. Chem Heterocycl Compd 12, 520–523 (1976). https://doi.org/10.1007/BF00470103

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  • DOI: https://doi.org/10.1007/BF00470103

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