SYNTHESIS OF CHIRAL ALPHA-ARYL-ALPHA-HYDROXYACETIC ACIDS - SUBSTITUENT EFFECTS IN PIG-LIVER ACETONE POWDER (PLAP) INDUCED ENANTIOSELECTIVE HYDROLYSIS

被引：27
作者：
BASAVAIAH, D
KRISHNA, PR
机构：
[1] School of Chemistry, University of Hyderabad, Hyderabad
来源：
TETRAHEDRON | 1995年 / 51卷 / 08期
关键词：
D O I：
10.1016/0040-4020(94)01105-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Pig liver acetone powder (PLAP) catalyzed hydrolysis of alkyl alpha-acetoxy-alpha-arylacetates produces alkyl (S)-alpha-aryl-alpha-hydroxyacetates in 23-80% enantiomeric purities. Enantioselectivity is dependent on the ester group of O-acetylmandelates. Substitution on the aromatic ring results in inferior selectivities. Only acetate group is hydrolyzed by PLAP while the ester functionality is found to be completely intact.
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页码：2403 / 2416
页数：14
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