The asymmetric synthesis of β-aryl-α-hydroxy esters from β-aryl-α,β-dihydroxy esters

被引:9
|
作者
Lawrence, NJ [1 ]
Brown, S [1 ]
机构
[1] Univ Manchester, Inst Sci & Technol, Dept Chem, Manchester M60 1QD, Lancs, England
基金
英国工程与自然科学研究理事会;
关键词
alpha-hydroxy esters; asymmetric dihydroxylation; hydrogenolysis; reduction; anticancer agents;
D O I
10.1016/S0040-4020(01)01176-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha,beta-Dihydroxy-beta-aryl esters obtained via Sharpless asymmetric dihydroxylation (AD) of substituted cinnamate esters are reduced by sequential reaction with trimethyl orthoacetate and acetyl bromide followed by catalytic hydrogenolysis in methanol to give enantiomerically enriched beta-aryl-alpha-hydroxy esters. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:613 / 619
页数:7
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