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Asymmetric Double Michael Reaction Catalyzed by Simple Primary Amine Catalysts: A Straightforward Approach to Construct Spirocyclic Oxindoles
Author(s) -
Luo Xiya,
Wang Liangliang,
Peng Lin,
Bai Jianfei,
Jia Lina,
He Guangyun,
Tian Fang,
Xu Xiaoying,
Wang Lixin
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100543
Subject(s) - chemistry , catalysis , yield (engineering) , enantioselective synthesis , michael reaction , amine gas treating , cyclohexane , primary (astronomy) , optically active , organic chemistry , combinatorial chemistry , materials science , physics , astronomy , metallurgy
Abstract The enantioselective double Michael reaction of N ‐Boc‐3‐nonsubstitued oxindoles with dienones catalyzed by chiral monoimide protected cyclohexane‐1,2‐diamines was developed. A wide range of optically active spirocyclic oxindoles were obtained up to 98% yield and up to 89% ee .