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Highly Enantioselective Synthesis of Indolines: Asymmetric Hydrogenation at Ambient Temperature and Pressure with Cationic Ruthenium Diamine Catalysts
Author(s) -
Yang Zhusheng,
Chen Fei,
He Yanmei,
Yang Nianfa,
Fan QingHua
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201607890
Subject(s) - enantioselective synthesis , cationic polymerization , ruthenium , asymmetric hydrogenation , catalysis , chemistry , ambient pressure , phosphine , aryl , alkyl , diamine , indole test , organic chemistry , noyori asymmetric hydrogenation , combinatorial chemistry , physics , thermodynamics
A highly enantioselective synthesis of indolines by asymmetric hydrogenation of 1 H ‐indoles and 3 H ‐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 1 H ‐indoles, as well as 2‐alkyl‐ and 2‐aryl‐substituted 3 H ‐indoles.