Issue 42, 2007
From the journal:

Chemical Communications

Organocatalysts wrapped around by poly(ethylene glycol)s (PEGs): a unique host–guest system for asymmetric Michael addition reactions†

Dan Qian Xu,a   Shu Ping Luo,a   Yi Feng Wang,a   Ai Bao Xia,a   Hua Dong Yue,a   Li Ping Wanga  and  Zhen Yuan Xu*a  

* Corresponding authors

a State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, China
E-mail: greenchem@zjut.edu.cn
Fax: +86 571 8832 0066
Tel: +86 571 8832 0066

Abstract

Asymmetric Michael addition reactions of unmodified ketones to nitroalkenes were performed in PEGs catalyzed by novel pyrrolidinyl-thioimidazolium salts to give products in up to 97% yield and 99% enantioselectivity; ESI mass spectrometric detection for the first time gave evidence of the presence of the PEG–organocatalyst host–guest complex.

Graphical abstract: Organocatalysts wrapped around by poly(ethylene glycol)s (PEGs): a unique host–guest system for asymmetric Michael addition reactions

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Article information

DOI
https://doi.org/10.1039/B708525G
Article type
Communication
Submitted
06 Jun 2007
Accepted
06 Aug 2007
First published
17 Aug 2007

Chem. Commun., 2007, 4393-4395

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Organocatalysts wrapped around by poly(ethylene glycol)s (PEGs): a unique host–guest system for asymmetric Michael addition reactions

D. Q. Xu, S. P. Luo, Y. F. Wang, A. B. Xia, H. D. Yue, L. P. Wang and Z. Y. Xu, Chem. Commun., 2007, 4393 DOI: 10.1039/B708525G

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