Palladium-Catalyzed Carbene Insertion and Trapping with Carbon Nucleophiles
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  • 作者:Sean K. J. Devine ; David L. Van Vranken
  • 刊名:Organic Letters
  • 出版年:2008
  • 出版时间:May 15, 2008
  • 年:2008
  • 卷:10
  • 期:10
  • 页码:1909 - 1911
  • 全文大小:198K
  • 年卷期:v.10,no.10(May 15, 2008)
  • ISSN:1523-7052
文摘

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)PdCHSiMe3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an η3-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.

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