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Carbonylations of Aldehydes

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Catalytic Carbonylation Reactions

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 18))

Abstract

Synthetically useful examples of carbonylations of aldehydes that enable the synthesis of structurally diverse carbonyl compounds such as α-amino acids, α-hydroxy carbonyl compounds, furanones, and lactones will be highlighted in this chapter.

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References

  1. Beller M, Eckert M (2000) Angew Chem Int Ed 39:1010

    Article  CAS  Google Scholar 

  2. Jacobi von Wangelin A, Neumann H, Gördes D, Beller M (2004) In: Beller M, Bolm C (eds) Transition metals for organic synthesis. Wiley, Weinheim, p 133

    Google Scholar 

  3. Wakamatsu H, Uda J, Yamakami N (1971) Chem Commun 1540

    Google Scholar 

  4. Wakamatsu H, Uda J, Yamakami N (1971) DE-B 2115 985

    Google Scholar 

  5. Wakamatsu H (1989) Kagaku 44:448

    Google Scholar 

  6. Knifton JF (1996) In: Cornils B, Herrmann WA (eds) Applied homogeneous catalysis with organometallic compounds. VCH, Weinheim, p 159

    Google Scholar 

  7. Ojima I (1988) Chem Rev 88:1011

    Article  CAS  Google Scholar 

  8. Dyker G (2000) In: Schmalz HG (ed) Organic synthesis highlights IV. Wiley, Weinheim, p 53

    Google Scholar 

  9. Drauz K, Waldmann H (1995) Enzyme catalysis in organic synthesis. VCH, Weinheim

    Google Scholar 

  10. Ojima I, Zhang Z (1990) Organometallics 9:3122

    Article  CAS  Google Scholar 

  11. Stern R, Reffet D, Hirschauer A, Commereuc D, Chauvin Y (1982) Synth Commun 12:1111

    CAS  Google Scholar 

  12. Lin JJ (1986) US Patent A 4 620 949

    Google Scholar 

  13. Lin JJ, Knifton JF (1991) J Organomet Chem 417:99

    Article  CAS  Google Scholar 

  14. Knifton JF, Lin JJ, Storm DA, Wong SF (1993) Catal Today 18:355

    Article  Google Scholar 

  15. Lin JJ, Knifton JF, Yeakey EL (1987) US Patent 4 918 222

    Google Scholar 

  16. Drent E, Kragtwijk E (1991) GB 2 252 770

    Google Scholar 

  17. Wakamatsu H (1974) Sekiyu Gakkaishi 17:105

    CAS  Google Scholar 

  18. Stern R, Hirschauer A, Commereuc D, Chauvin Y (1981) US Patent 4 264 515

    Google Scholar 

  19. Ojima I, Hirai K, Fujita M, Fuchikami T (1985) J Organomet Chem 279:203

    Article  CAS  Google Scholar 

  20. Ojima I, Okabe M, Kato K, Kwon HB, Horvath IT (1988) J Am Chem Soc 110:150

    Article  CAS  Google Scholar 

  21. Izawa K (1988) Yuki Gosei Kagaku Kyokaishi 46:218

    CAS  Google Scholar 

  22. Lin JJ (1988) US Patent 4 720 573

    Google Scholar 

  23. Hirai K, Takahashi Y, Ojima I (1982) Tetrahedron Lett 23:2491

    Article  CAS  Google Scholar 

  24. Lin JJ, Knifton JF (1997) Catal Lett 45:139

    Article  CAS  Google Scholar 

  25. de Vries JG, de Boer RP, Hogeweg M, Gielens EECG (1996) J Org Chem 61:1842

    Article  Google Scholar 

  26. Beller M, Fischer H, Gross P, Gerdau T, Geissler H, Bogdanovic S (1995) DE-B 4415 712

    Google Scholar 

  27. Bogdanovic S, Geissler H, Beller M, Fischer H, Raab K (1995) DE-B 195 45 641 A1

    Google Scholar 

  28. Takigawa S, Shinke S, Tanaka M (1990) Chem Lett 1415

    Google Scholar 

  29. Sakakura T, Huang XY, Tanaka M (1991) Bull Chem Soc Jpn 64:1707

    Article  CAS  Google Scholar 

  30. Jägers E, Koll HP (1989) EP-B 0 338 330 B1

    Google Scholar 

  31. Beller M, Eckert M, Vollmüller F, Geissler H, Bogdanovic S (1996) DE-B 196 27 717

    Google Scholar 

  32. Beller M, Eckert M, Vollmüller F, Bogdanovic S, Geissler H (1997) Angew Chem Int Ed 36:1494

    Article  CAS  Google Scholar 

  33. Beller M, Eckert M, Vollmüller F (1998) J Mol Catal 135:23

    Article  CAS  Google Scholar 

  34. Gördes D, Neumann H, Jacobi von Wangelin A, Fischer C, Drauz K, Krimmer HP, Beller M (2003) Adv Synth Catal 345:510

    Article  Google Scholar 

  35. Jacobi von Wangelin A, Neumann H, Gördes D, Klaus S, Strübing D, Beller M (2003) Chem Eur J 9:4286

    Article  CAS  Google Scholar 

  36. Freed DA, Kozlowski MC (2001) Tetrahedron Lett 42:3403

    Article  CAS  Google Scholar 

  37. Beller M, Eckert M, Moradi W, Neumann H (1999) Angew Chem Int Ed 38:1454

    Article  CAS  Google Scholar 

  38. Seeliger W, Hesse KD (1974) US Patent A 3846 419

    Google Scholar 

  39. Becke F, Gnad J (1968) Liebigs Ann Chem 713:212

    CAS  Google Scholar 

  40. Becke F, Fleig H, Pässler P (1971) Liebigs Ann Chem 749:198

    CAS  Google Scholar 

  41. Beller M, Eckert M, Moradi WA (1999) Synlett 108

    Google Scholar 

  42. Beller M, Eckert M, Holla EW (1998) J Org Chem 63:5658

    Article  CAS  Google Scholar 

  43. Beller M, Moradi WA, Eckert M (1999) Tetrahedron Lett 40:4523

    Article  CAS  Google Scholar 

  44. Beller M, Eckert M, Geissler H, Napierski B, Rebenstock HP, Holla EW (1998) Chem Eur J 4:935

    Article  CAS  Google Scholar 

  45. Chan ASC, Carroll WE, Willis DE (1983) J Mol Cat 19:377

    Article  CAS  Google Scholar 

  46. Okano T, Makino M, Konishi H, Kiji J (1985) Chem Lett 1793

    Google Scholar 

  47. Murai S, Kato T, Sonoda N, Seki Y, Kawamato K (1979) Angew Chem 91:421

    CAS  Google Scholar 

  48. Wright ME, Cochran BB (1993) J Am Chem Soc 115:2059

    Article  CAS  Google Scholar 

  49. Ojima I, Tzamarioudaki M, Tsai CY (1994) J Am Chem Soc 116:3643

    Article  CAS  Google Scholar 

  50. Kablaoui NM, Hicks FA, Buchwald SL (1996) J Am Chem Soc 118:5818

    Article  CAS  Google Scholar 

  51. Crowe WE, Vu AT (1996) J Am Chem Soc 118:1557

    Article  CAS  Google Scholar 

  52. Kablaoui NM, Hicks FA, Buchwald SL (1997) J Am Chem Soc 119:4424

    Article  CAS  Google Scholar 

  53. Chatani N, Morimoto T, Murai S (1998) J Am Chem Soc 120:5335

    Article  CAS  Google Scholar 

  54. Kang SK, Kim KJ, Hong YT (2002) Angew Chem 114:1654

    Article  Google Scholar 

  55. Seyferth D, Weinstein RM, Hui RC, Wang WL, Archer CM (1992) J Org Chem 57:5620

    Article  CAS  Google Scholar 

  56. Seyferth D, Weinstein RM, Wang WL, Hui RC (1983) Tetrahedron Lett 24:4907

    Article  CAS  Google Scholar 

  57. Murai S, Ryu I, Iriguchi J, Sonoda N (1984) J Am Chem Soc 106:2440

    Article  CAS  Google Scholar 

  58. Harada S, Taguchi T, Tabuchi N, Narita K, Hanzawa Y (1998) Angew Chem 110:1796

    Article  Google Scholar 

  59. Satoh T, Tsuda T, Kushiäno Y, Miura M, Nomura M (1996) J Org Chem 61:6476

    Article  CAS  Google Scholar 

  60. Satoh T, Tsuda T, Terao Y, Miura M, Nomura M (1999) J Mol Cat 143:203

    Article  CAS  Google Scholar 

  61. Bahrman A (1980) In: Falbe J (ed) New synthesis with carbon monoxide. Springer, Berlin, p 372

    Google Scholar 

  62. Woo EP, Cheng FCW (1986) J Org Chem 51:3706

    Article  CAS  Google Scholar 

  63. Mori S, Emura K, Kano M, Kudo K, Komatsu K, Sugita N (1995) Tetrahedron 51:8977

    Article  CAS  Google Scholar 

  64. Cavinato G, Toniolo L (1991) J Mol Cat 69:283

    Article  CAS  Google Scholar 

  65. Steinhuebel DP, Lippard SJ (1999) J Am Chem Soc 121:11762

    Article  CAS  Google Scholar 

  66. Colson PJ, Hegedus LS (1994) J Org Chem 59:4972

    Article  CAS  Google Scholar 

Download references

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Correspondence to Matthias Beller .

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Jacobi von Wangelin, A., Neumann, H., Beller, M. (2006). Carbonylations of Aldehydes. In: Beller, M. (eds) Catalytic Carbonylation Reactions. Topics in Organometallic Chemistry, vol 18. Springer, Berlin, Heidelberg . https://doi.org/10.1007/3418_022

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