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Highly Enantioselective Synthesis of Indolines: Asymmetric Hydrogenation at Ambient Temperature and Pressure with Cationic Ruthenium Diamine Catalysts
Authors:Zhusheng Yang  Fei Chen  Yanmei He  Prof Nianfa Yang  Prof?Dr Qing‐Hua Fan
Affiliation:1. CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences (CAS), University of Chinese Academy of Sciences, Beijing, P. R. China;2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, P. R. China;3. College of Chemistry, Xiangtan University, Xiangtan, Hunan, P.R. China
Abstract:A highly enantioselective synthesis of indolines by asymmetric hydrogenation of 1H‐indoles and 3H‐indoles at ambient temperature and pressure, catalyzed by chiral phosphine‐free cationic ruthenium complexes, has been developed. Excellent enantio‐ and diastereoselectivities (up to >99 % ee, >20:1 d.r.) were obtained for a wide range of indole derivatives, including unprotected 2‐substituted and 2,3‐disubstituted 1H‐indoles, as well as 2‐alkyl‐ and 2‐aryl‐substituted 3H‐indoles.
Keywords:heterocycles  hydrogenation  indoles  N   ligands  ruthenium
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