MITSUNOBU ACYLATION OF STERICALLY CONGESTED SECONDARY ALCOHOLS BY N,N,N',N'-TETRAMETHYLAZODICARBOXAMIDE-TRIBUTYLPHOSPHINE REAGENTS

被引:85
作者
TSUNODA, T
YAMAMIYA, Y
KAWAMURA, Y
ITO, S
机构
[1] Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima
关键词
D O I
10.1016/0040-4039(95)00299-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four secondary alcohols of different steric environment reacted with five carboxylic acids of different acidity in the presence of N,N,N',N'-tetramethylazodicarboxamide and tributylphosphine to give the corresponding epi-esters in better yield than with diethyl azodicarboxylate-triphenylphosphine in most cases. Of special merit is the combination of the new reagent system with p-methoxybenzoic acid to achieve complete inversion of sterically congested secondary alcohols.
引用
收藏
页码:2529 / 2530
页数:2
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