Rh(I)-Catalyzed Intermolecular Hydroacylation: Enantioselective Cross-Coupling of Aldehydes and Ketoamides

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• 作者：Kevin G. M. Kou ; Diane N. Le ; Vy M. Dong
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：July 2, 2014
• 年：2014
• 卷：136
• 期：26
• 页码：9471-9476
• 全文大小：520K
• ISSN：1520-5126

文摘

Under Rh(I) catalysis, 伪-ketoamides undergo intermolecular hydroacylation with aliphatic aldehydes. A newly designed Josiphos ligand enables access to 伪-acyloxyamides with high atom-economy and enantioselectivity. On the basis of mechanistic and kinetic studies, we propose a pathway in which rhodium plays a dual role in activating the aldehyde for cross-coupling. A stereochemical model is provided to rationalize the sense of enantioinduction observed.