Synlett 2011(4): 473-476  
DOI: 10.1055/s-0030-1259517
CLUSTER
© Georg Thieme Verlag Stuttgart ˙ New York

Chiral Pyrrolidine Sulfonamide Catalyzed Enantioselective Michael Addition of Cyclohexanones to Maleimides

Jian Wanga, Man-Man Zhangb, Shieli Zhanga, Zi-An Xub, Hao Lic, Xin-Hong Yu*b, Wei Wang*a,b,c
a Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131-0001, USA
Fax: +1(505)2772609; e-Mail: wwang@unm.edu;
b Department of Medicinal Chemistry, School of Pharmacy, East China University of Science & Technology, Shanghai 200237, P. R. of China
e-Mail: xhyu@ecust.edu.cn;
c Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, Graduate School of the Chinese Academy of Sciences, Shanghai 201203, P. R. of China
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Publikationsverlauf

Received 20 November 2010
Publikationsdatum:
27. Januar 2011 (online)

Abstract

An organocatalytic enantioselective conjugate addition of cyclohexanones to maleimides has been developed. The process catalyzed by a (S)-pyrrolidine sulfonamide affords synthetically and medicinally useful chiral succinimides under mild reaction conditions.

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17

CCDC-664491 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk.