Synthesis of β-halobutenolides and their Pd(0)-catalyzed cross-coupling reactions with terminal alkynes and organozinc reagents.: A general route to β-substituted butenolides and formal synthesis of cis-whisky lactone

被引：97

作者：

Ma, SM ^{[1
]}

Shi, ZJ ^{[1
]}

Yu, ZQ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 1999年 / 55卷 / 41期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/S0040-4020(99)00726-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved procedure for the efficient synthesis of beta-halobutenolides was developed. The Pd(0)-catalyzed coupling reactions of beta-halobutenoides with terminal alkynes or organozine reagents, i.e., 1-alkenyl, aryl, and alkyl zinc reagents, to afford beta-substituted butenolides were carefully studied. Using the coupling protocol of gamma-(n-butyl)-beta-iodobutenolide with methylzinc halide, we performed an efficient formal synthesis of whisky lactone. (C) 1999 Elsevier Science Ltd. AII rights reserved.

引用

页码：12137 / 12148

页数：12

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