Improvement of enantioselectivity in kinetic resolution of a primary alcohol through lipase-catalyzed transesterification by using a chiral acyl donor

被引：23

作者：

Hirose, K ^{[1
]}

Naka, H ^{[1
]}

Yano, M ^{[1
]}

Ohashi, S ^{[1
]}

Naemura, K ^{[1
]}

Tobe, Y ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)00060-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselectivity of the kinetic resolution of a primary alcohol which has a chiral center at the beta-position of the hydroxyl group was substantially improved by employing a racemic mixture of a chiral acyl donor for enantioselective transesterification catalyzed by a lipase. The combination of the lipase, solvent, and acyl donor was also effective for the enantioselectivity. In addition, the important effect of the chirality of an acyl donor on kinetic resolution was investigated by using enantiomerically pure acyl donors. Here we demonstrate the effective kinetic resolution (E=98) of a primary alcohol, 2-phenyl-1-propanol, by using a racemic mixture of a chiral acyl donor, vinyl 3-phenylbutanoate. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1199 / 1210

页数：12

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