Metal-catalyzed ylide formation and [2,3] sigmatropic rearrangement of allyl sulfides with trimethylsilyldiazomethane

被引:29
作者
Carter, DS [1 ]
Van Vranken, DL [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
D O I
10.1016/S0040-4039(99)00112-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Trimethylsilyldiazomethane is compared with ethyl diazoacetate for the rhodium, copper, and cobalt catalyzed formation and [2,3] rearrangement of allylsulfonium ylides. At room temperature, the reaction can be carried out using the allyl sulfide as the limiting reagent by slow addition of 3 equivalents of the diazo compound. Slightly better yields were obtained with trimethylsilyldiazomethane than with ethyl diazoacetate. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1617 / 1620
页数:4
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