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Direct Asymmetric Dearomatization of 2‐Naphthols by Scandium‐Catalyzed Electrophilic Amination
Author(s) -
Nan Jiang,
Liu Jingjing,
Zheng Huayu,
Zuo Zhijun,
Hou Lei,
Hu Huaiming,
Wang Yaoyu,
Luan Xinjun
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201409565
Subject(s) - stereocenter , enantioselective synthesis , electrophilic amination , chemistry , electrophile , amination , catalysis , scandium , intermolecular force , organocatalysis , organic chemistry , combinatorial chemistry , stereochemistry , molecule
Catalytic asymmetric aminative dearomatization of 1‐substituted 2‐naphthols was successfully implemented with electrophilic azodicarboxylates under the catalysis of chiral Sc III /pybox complexes. This intermolecular reaction represents a hitherto unknown enantioselective CN bond‐forming process through direct dearomatization of phenolic compounds to generate chiral nitrogen‐containing quaternary carbon stereocenters.