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Arylamine‐Catalyzed Enamine Formation: Cooperative Catalysis with Arylamines and Acids
Author(s) -
Deng Yongming,
Liu Lu,
Sarkisian Ryan G.,
Wheeler Kraig,
Wang Hong,
Xu Zhenghu
Publication year - 2013
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.201209268
Subject(s) - enamine , enantioselective synthesis , lewis acids and bases , catalysis , chemistry , combinatorial chemistry , component (thermodynamics) , organic chemistry , computer science , physics , thermodynamics
Powerful combination : Arylamines and metal Lewis acids are used as catalysts in the highly chemo‐ and enantioselective three‐component inverse‐electron‐demand aza‐Diels–Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.