Deracemization of (±)-cis-dialkyl substituted oxides via enantioconvergent hydrolysis catalysed by microsomal epoxide hydrolase

被引：23

作者：

Chiappe, C ^{[1
]}

Cordoni, A ^{[1
]}

Lo Moro, G ^{[1
]}

Palese, CD ^{[1
]}

机构：

[1] Dipartimento Chim Bioorgan, I-56126 Pisa, Italy

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(97)00630-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Both enantiomers of cis-(+/-)-2,3-epoxyheptane 1a, cis-3,4-epoxyheptane 1b, cis-3,4-epoxynonane 1c, cis-3,4-epoxynonane-1-ol Id, and cis-1-methoxy-3,4-epoxynonane le undergo a highly stereoselective microsomal epoxide hydrolase catalysed hydration at the (S) carbon to give the corresponding three (R,R)-diol at complete conversion. A total kinetic resolution of racemic epoxides is also obtained with la and 1e. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：341 / 350

页数：10

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