Resolution of α-methylene-β-hydroxy esters catalyzed by free and immobilized Pseudomonas sp lipase

被引：37

作者：

Nascimento, MG ^{[1
]}

Zanotto, SP ^{[1
]}

Melegari, SP ^{[1
]}

Fernandes, L ^{[1
]}

Sá, MM ^{[1
]}

机构：

[1] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 20期

关键词：

D O I：

10.1016/j.tetasy.2003.08.015

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Kinetic resolutions of alpha-methylene-beta-hydroxy esters (Baylis-Hillman products) have been performed via enzymatic enantioselective transesterification with Pseudomonas sp. lipase (PSL), free or immobilized in poly(ethylene) oxide (PEO), silica gel and montmorillonite K10. under different reaction conditions. The corresponding (R)-(+)-acetates from alkyl-substituted racemic alcohols were obtained with e.e. >99% and excellent to moderate conversions using the PSL/PEO system and vinyl acetate as acylating agent, in hexane. A naphthyl-substituted hydroxy ester was inert under these experimental conditions. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：3111 / 3115

页数：5

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