Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles

被引:94
作者
Devine, Sean K. J. [1 ]
Van Vranken, David L. [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
D O I
10.1021/ol800431w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium catalysts are shown to catalyze the three-component coupling of vinyl halides, trimethylsilyldiazomethane, and stabilized carbon nucleophiles. The reaction is believed to proceed through a palladium-carbene intermediate LX(R)Pd=CHSiMe3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an eta(3)-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.
引用
收藏
页码:1909 / 1911
页数:3
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