Issue 14, 2011
From the journal:

Organic & Biomolecular Chemistry

Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes†

Jia-Rong Chen,*a   Liang Fu,a   You-Quan Zou,a   Ning-Jie Chang,a   Jian Ronga  and  Wen-Jing Xiao*a  

* Corresponding authors

a Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, China
E-mail: jiarongchen2003@yahoo.com.cn, wxiao@mail.ccnu.edu.cn
Fax: +86 27 67862041

Abstract

A series of chiral pyrrolidinyl-sulfamide derivatives have been identified as efficient bifunctional organocatalysts for the direct Michael addition of cyclohexanone to a wide range of nitroalkenes. The desired Michael adducts were obtained in high chemical yields and excellent stereoselectivities (up to 99/1 dr and 95% ee).

Graphical abstract: Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes

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Article information

DOI
https://doi.org/10.1039/C1OB05442B
Article type
Paper
Submitted
21 Mar 2011
Accepted
28 Apr 2011
First published
28 Apr 2011

Org. Biomol. Chem., 2011,9, 5280-5287

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Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes

J. Chen, L. Fu, Y. Zou, N. Chang, J. Rong and W. Xiao, Org. Biomol. Chem., 2011, 9, 5280 DOI: 10.1039/C1OB05442B

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