INFLUENCE OF STRUCTURAL FACTORS AND ENZYME TYPE ON THE REACTIVITY AND ENANTIOSELECTIVITY OF THE ENZYMATIC ESTERIFICATION OF BICYCLIC MESO DIALCOHOLS

被引:16
作者
ASENSIO, G
ANDREU, C
MARCO, JA
机构
[1] UNIV VALENCIA,FAC QUIM,E-46100 BURJASSOT,SPAIN
[2] UNIV VALENCIA,FAC FARM,DEPT QUIM ORGAN,E-46010 VALENCIA,SPAIN
来源
CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 10期
关键词
ENZYMES; LIPASES; DIALCOHOLS;
D O I
10.1002/cber.19921251010
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The meso dialcohols 1 - 7 obtained from the Diels-Alder adducts furan/maleic anhydride, furan/dimethyl acetylenedicarboxylate, and cyclopentadiene/maleic anhydride, were subjected to enzymatic esterification in organic solvents. A mixture of the corresponding chiral monoacetates and the meso diacetates was obtained. It has been found that reaction rate and enantioselectivity markedly depend on substrate structure, temperature, enzyme type, and nature of the solvent. The presence of an oxygen bridge and an exo configuration are the tow structural features which lead to the highest enantioselectivity values.
引用
收藏
页码:2233 / 2238
页数:6
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