Lipase-catalyzed irreversible transesterification of secondary alcohols using isopropenyl acetate

被引:10
作者
Ghanem, A [1 ]
Schurig, V
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[2] Univ Tubingen, Inst Organ Chem, D-75076 Tubingen, Germany
来源
MONATSHEFTE FUR CHEMIE | 2003年 / 134卷 / 08期
关键词
enantiomeric resolution; irreversible transesterification; lipase; secondary alcohols; gas chromatography;
D O I
10.1007/s00706-003-0025-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Asymmetric acetylation of a set of secondary alcohols with the innocuous acyl donor isopropenyl acetate catalyzed by a lipase from Pseudomonas cepacia immobilized on ceramic particles (PSL-C) in toluene as organic medium afforded the chiral alcohols and the corresponding acetates in high enantiomeric excess (up to 99%). An effective baseline separation of the enantiomers of both substrate and product was performed in one analysis without derivatization using gas chromatography on a new chiral stationary phase (CSP) Chirasil-beta-Dex containing an undecamethylene spacer (C11-Chirasil-Dex).
引用
收藏
页码:1151 / 1157
页数:7
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