Asymmetric Double Michael Reaction Catalyzed by Simple Primary Amine Catalysts： A Straightforward Approach to Construct Spirocyclic Oxindoles

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.

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Bibliographic Details
Published in:	Chinese journal of chemistry Vol. 30; no. 5; pp. 1185 - 1188
Main Author:	罗西娅汪亮亮彭林摆建飞贾利娜贺光云田芳徐小英王立新
Format:	Journal Article
Language:	English
Published:	Weinheim WILEY-VCH Verlag 01-05-2012 WILEY‐VCH Verlag Wiley Subscription Services, Inc
Subjects:	amine catalyst double Michael reaction Michael organocatalysis spirocyclic oxindole 不对称伯胺催化剂催化反应螺环迈克尔非对称
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Summary:	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.
Bibliography:	31-1547/O6 Luo Xiya,Wang Liangliang, Peng Lina, Bai Jianfei,Jia Lina, He Guangyuna, Tian Fang, Xu Xiaoying, Wang Lixin（a Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China b Graduate University of Chinese Academy of Sciences, Beijing 10039, China） double Michael reaction, spirocyclic oxindole, amine catalyst, organocatalysis 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. the National Natural Science Foundation of China - No. 20802075, 21042006 ark:/67375/WNG-16L9RZKF-Z ArticleID:CJOC201100543 istex:17A5F45E47D85A064525BCDD9ED7BB482AFFF425
ISSN:	1001-604X 1614-7065
DOI:	10.1002/cjoc.201100543