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An Efficient Nickel‐Catalyzed Asymmetric Oxazole‐Forming Ugi‐Type Reaction for the Synthesis of Chiral Aryl‐Substituted THIQ Rings
Author(s) -
Li Dan,
Yang Dongxu,
Wang Linqing,
Liu Xihong,
Wang Kezhou,
Wang Jie,
Wang Pengxin,
Liu Yuyang,
Zhu Haiyong,
Wang Rui
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201700970
Subject(s) - oxazole , aryl , combinatorial chemistry , chemistry , ring (chemistry) , nickel , catalysis , ligand (biochemistry) , enantioselective synthesis , stereochemistry , organic chemistry , receptor , biochemistry , alkyl
A nickel‐catalyzed asymmetric oxazole‐forming Ugi reaction of C,N‐cyclic azomethine imines and isonitriles is disclosed. The reported protocol proceeds smoothly, and gives the corresponding adducts, which contain two important pharmaceutically active ring‐systems (tetrahydroquinoline and oxazole rings), in good yields and excellent enantioselectivities by employing an easily accessible chiral diamine as a ligand. This simple and efficient strategy provides easy access to a series of C1‐substituted aryl tetrahydroisoquinolines.