Chemoselective acylation of some oxidofunctionalised organolithium compounds

被引：6

作者：

Yus, M ^{[1
]}

Gomis, J ^{[1
]}

机构：

[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON | 2003年 / 59卷 / 27期

关键词：

lithiation; lithium and compounds; zinc and compounds; acylation; catalysis;

D O I：

10.1016/S0040-4020(03)00758-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Once oxidofunctionalised organolithium compounds 1 (easily prepared by reductive ring opening of isochroman and phthalan by DTBB-catalysed lithiation) were transmetallated with ZnBr2/CuCN.2LiCl and reacted successively with a carboxylic acid anhydride and an acyl chloride in THF at 0degreesC, the corresponding differently acylated compounds 4 were obtained after hydrolysis with water. The anhydride performed the O-acylation exclusively and the acyl chloride carried out the C-acylation. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4967 / 4971

页数：5

共 31 条

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