An efficient chemo-enzymatic approach to the enantioselective synthesis of 2-methyl-1, 3-propamedical derivatives
E Santaniello, P Ferraboschi, P Grisenti
Index: Santaniello, Enzo; Ferraboschi, Patrizia; Grisenti, Paride Tetrahedron Letters, 1990 , vol. 31, # 39 p. 5657 - 5660
Full Text: HTML
Citation Number: 50
Abstract
Abstract Lipase-catalyzed transesterification of 2-methyl-1, 3-propanediol 1 in chloroform affords enantiomerically pure (S)-(−)-acetate 2, from which the (R)-(+)-silyl ethers 4a-b can be efficiently prepared (> 98% ee). The (S)-TBDPS derivative 4b could be also efficiently and enantioselectively prepared by the same enzymatic procedure, starting from racemic 5b.
Related Articles:
Enantiotopically selective oxidation of. alpha.,. omega.-diols with enzyme systems of microorganisms
[Ohta, Hiromichi; Tetsukawa, Hatsuki; Noto, Naoko Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2400 - 2404]
[Journal of Organometallic Chemistry, , vol. 690, # 16 p. 3697 - 3699]
[Journal of the Chemical Society - Dalton Transactions, , # 9 p. 1793 - 1800]
[Journal of Organic Chemistry, , vol. 46, # 20 p. 3978 - 3988]