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

被引：16

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 11期

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

页码：1739 / 1745

页数：7

共 24 条

[21] PREPARATION OF CHIRAL COMPOUND USING ENZYMES .2. A SYNTHESIS OF (-)-DEOXYPODOCARPIC ACID METHYL-ESTER VIA AN ENZYMATIC ENANTIOSELECTIVE HYDROLYSIS OF THE KEY INTERMEDIATE ENOL ESTER [J].