Direct Asymmetric Dearomatization of 2‐Naphthols by Scandium‐Catalyzed Electrophilic Amination | Zendy

Nan Jiang | Zendy; Liu Jingjing | Zendy; Zheng Huayu | Zendy; Zuo Zhijun | Zendy; Hou Lei | Zendy; Hu Huaiming | Zendy; Wang Yaoyu | Zendy; Luan Xinjun | Zendy

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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.

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