Enantioconvergent transformation of racemic cis-beta-alkyl substituted styrene oxides to (R,R) threo diels by microsomal epoxide hydrolase catalysed hydrolysis

被引：47

作者：

Bellucci, G ^{[1
]}

Chiappe, C ^{[1
]}

Cordoni, A ^{[1
]}

机构：

[1] UNIV PISA,DIPARTIMENTO CHIM BIOORGAN,I-56126 PISA,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 01期

关键词：

D O I：

10.1016/0957-4166(95)00436-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Both enantiomers of cis-beta-ethyl, beta-n-propyl, beta-n-butyl, and beta-n-hexyl substituted styrene oxides undergo microsomal epoxide hydrolase catalysed hydration at the (S) carbon to give the corresponding (R,R) three diols in a > 90% e.e. A complete kinetic resolution of the racemic epoxide is also obtained with the beta-ethyl substituted substrate, but not with its higher homologues.

引用

页码：197 / 202

页数：6

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