Asymmetric hydrolysis of pro-chiral 3,3-disubstituted 2,4-diacetoxycyclohexa-1,4-dienes

被引:15
|
作者
Renouf, P
Poirier, JM
Duhamel, P
机构
[1] UNIV ROUEN,FAC SCI,CNRS,URA 464,F-76821 MONT ST AIGNAN,FRANCE
[2] UNIV ROUEN,IRCOF,F-76821 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1039/a606001c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric enzymatic hydrolysis of pro-chiral 3,3-disubstituted 2,4-diacetoxycyclohexa-1,4-dienes 2 affords in high yields optically pure 2,2-disubstituted 3-acetoxycyclohex-3-enones 1 (>98% ee). Under mild conditions Candida cylindracea lipase (enzyme/substrate ratio = 2%) hydrolyses specifically the pro-S enol ester function of the pro-chiral starting material 2.
引用
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页码:1739 / 1745
页数:7
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