Palladium-Catalyzed Formal Insertion of Carbenoids into Aminals via C鈥揘 Bond Activation

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• 作者：Guiping Qin ; Lixin Li ; Jiawen Li ; Hanmin Huang
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：October 7, 2015
• 年：2015
• 卷：137
• 期：39
• 页码：12490-12493
• 全文大小：375K
• ISSN：1520-5126

文摘

A new strategy for selective insertion of metal carbenes into C鈥揘 bond has been developed via Pd-catalyzed C鈥揘 bond activation. A series of aminals and 伪-diazoesters with different substituents were successfully incorporated even in 0.1 mol % of catalyst under mild conditions, affording a wide range of 伪,尾-diamino acid esters with quarternary carbon-centers. Preliminary mechanistic studies uncovered that the unique electrophilic cyclopalladated species could easily react with diazoacetates to generate a Pd-carbenoid intermediate which was involved in the catalytic cycle.