Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes

被引：76

作者：

Kondolff, I ^{[1
]}

Doucet, H ^{[1
]}

Santelli, M ^{[1
]}

机构：

[1] Fac Sci & Tech St Jerome, CNRS, Synth Organ Lab, F-13397 Marseille 20, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 46期

关键词：

palladium; tetraphosphine; Heck reaction; disubstituted alkene;

D O I：

10.1016/j.tetlet.2003.09.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

cis,cis,cis-1,2,3.4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C3H5)](2) efficiently catalyses the Heck reaction of disubstituted alkenes such as methyl crotonate, ethyl cinnamate, methyl methacrylate or alpha-methylstyrene with a variety of aryl halides. In the presence of 1.2-disubstituted alkenes the stereoselectivities of the reactions strongly depend on the substituents of the alkenes. Selectivities up to 97% in favor of E-isomers can be obtained for the addition to methyl crotonate. With the 1,1-disubstituted alkenes methyl methacrylate or a-methylstyrene mixtures of products are obtained. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8487 / 8491

页数：5

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