Asymmetric Palladium-Catalyzed Carboamination Reactions for the Synthesis of Enantiomerically Enriched 2-(Arylmethyl)- and 2-(Alkenylmethyl)pyrrolidines

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• 作者：Duy N. Mai ; John P. Wolfe
• 刊名：Journal of the American Chemical Society
• 出版年：2010
• 出版时间：September 8, 2010
• 年：2010
• 卷：132
• 期：35
• 页码：12157-12159
• 全文大小：243K
• 年卷期：v.132,no.35(September 8, 2010)
• ISSN：1520-5126

文摘

The enantioselective synthesis of 2-(arylmethyl)- and 2-(alkenylmethyl)pyrrolidine derivatives via Pd-catalyzed alkene carboamination reactions is described. These transformations generate enantiomerically enriched products with up to 94% ee from readily available alkenyl or aryl bromides and N-boc-pent-4-enylamines. The application of this method to a concise asymmetric synthesis of (−)-tylophorine is also discussed.