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Highly Enantioselective Direct Synthesis of Endocyclic Vicinal Diamines through Chiral Ru(diamine)‐Catalyzed Hydrogenation of 2,2′‐Bisquinoline Derivatives
Author(s) -
Ma Wenpeng,
Zhang Jianwei,
Xu Cong,
Chen Fei,
He YanMei,
Fan QingHua
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201608181
Subject(s) - vicinal , enantioselective synthesis , diamine , cationic polymerization , chemistry , catalysis , asymmetric hydrogenation , ruthenium , combinatorial chemistry , organic chemistry
An asymmetric hydrogenation of 2,2′‐bisquinoline and bisquinoxaline derivatives, catalyzed by chiral cationic ruthenium diamine complexes, was developed. A broad range of chiral endocyclic vicinal diamines were obtained in high yields with excellent diastereo‐ and enantioselectivity (up to 93:7 dl / meso and >99 % ee ). These chiral diamines could be easily transformed into a new class of chiral N‐heterocyclic carbenes (NHCs), which are important but difficult to access.