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Highly enantioselective hydrogenation of N-phthaloyl enamides
Authors:Qin Yang  Wenzhong Gao  Xumu Zhang
Institution:a Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chendu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China and Graduated School of Chinese Academy of Sciences, Beijing, China
b 104 Chemistry Building, Department of Chemistry, The Pennsylvania State University, University Park, PA 16802, USA
Abstract:Rh- or Ru-catalyzed highly enantioselective hydrogenation of N-phthaloyl enamides is presented. Electron-rich TangPhos and DuanPhos are found to be effective ligands for Rh-catalyzed hydrogenation of α-aryl enamides and up to 99% ee has been achieved. In contrast, for the hydrogenation of α-alkyl enamide, the Ru-C3-TunePhos complex is more effective and up to 69% ee can be observed. This work is the first report of the hydrogenation of N-phthaloyl enamides.
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