Studies on stereoselective Sonogashira coupling of 1,1-dibromo-1-alkene

被引：54

作者：

Uenishi, J ^{[1
]}

Matsui, K ^{[1
]}

Ohmiya, H ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Yamashina, Kyoto 6078412, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2002年 / 653卷 / 1-2期

关键词：

Sonogashira coupling; bromoenyne; 1,1-dibromo-1-alkene; stereoselective reaction;

D O I：

10.1016/S0022-328X(02)01262-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The stercoselective Sonogashira coupling of 1,1-dibromo-l-alkene was described. The use of PdCl2(dppf) as a catalyst with trialkylsilylacetylene in benzene selectively gave the (Z)-bromoenyne (2a) along with small amounts of the enediyne (3a). Based on the experimental results, a mechanism of the selectivity was proposed. The bromoenyne was coupled with some electrophiles to give the substituted (Z)-bromoenynes after deprotection. of the terminal silyl group. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：141 / 149

页数：9

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