SYNTHESIS OF CHIRAL ESTERS OF ACETYLENEDICARBOXYLIC ACID

被引:9
作者
CHARLTON, JL
CHEE, G
机构
[1] Department of Chemistry, University of Manitoba, Winnipeg
关键词
D O I
10.1016/S0040-4039(00)73402-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general method for the preparation of acetylenedicarboxylic acid esters has been investigated and several esters have been prepared in excellent yield. The bis-(methyl (S)-lactyl), bis-(methyl (R)-mandelyl), and bis-menthyl esters were prepared, as well as achiral diaryl and dialkyl esters. The esters were synthesized from the corresponding dibromofumarates by 23-dibromo elimination using zinc or zinc amalgam in THF at room temperature or at reflux. The dibromofumarates were prepared by the esterification of dibromofumaryl chloride with the corresponding alcohols.
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页码:6243 / 6246
页数:4
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