Palladium-catalyzed insertion reactions of trimethylsilyldiazomethane

被引：162
|
作者：
Greenman, KL [1 ]
Carter, DS [1 ]
Van Vranken, DL [1 ]
机构：
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
来源：
TETRAHEDRON | 2001年 / 57卷 / 24期
基金：
美国国家科学基金会;
关键词：
insertion; carbenes; palladium;
D O I：
10.1016/S0040-4020(01)00363-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium(II) salts catalyze the Kirmse reaction of allylsulfides with trimethylsilyldiazomethane (TMSD) to give homoallyl-sulfides. Similarly, TMSD can intercept ArPdX intermediates generated during Stille couplings to give benzhydryl derivatives. The yields of this process are limited by overinsertion and beta -elimination. insertion and elimination can be harnessed to generate styrenes from benzylic halides in the presence of palladium (0) catalysts. (C) 2001 Elsevier Science Ltd. AU rights reserved.
引用
收藏
页码：5219 / 5225
页数：7
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