Issue 11, 2010
From the journal:

Organic & Biomolecular Chemistry

The highly enantioselective Michael addition of ketones to nitrodienes catalyzed by the efficient organocatalyst system of pyrrolidinyl-thioimidazole and chiral thioureido acid†

Zhao-Bo Li,a   Shu-Ping Luo,a   Yi Guo,a   Ai-Bao Xiaa  and  Dan-Qian Xu*a  

* Corresponding authors

a State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, China
E-mail: chrc@zjut.edu.cn
Fax: +86-571-88320066
Tel: +86-571-88320066

Abstract

The highly enantioselective Michael addition reaction of ketones to nitrodienes was promoted efficiently by the accessible and fine-tunable organocatalytic system of pyrrolidinyl-thioimidazole and chiral thioureido acid. The corresponding adducts were afforded in good yields with high diastereoselectivities (up to 99 : 1) and excellent enantioselectivities (up to 99% ee).

Graphical abstract: The highly enantioselective Michael addition of ketones to nitrodienes catalyzed by the efficient organocatalyst system of pyrrolidinyl-thioimidazole and chiral thioureido acid

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Article information

DOI
https://doi.org/10.1039/C002197K
Article type
Communication
Submitted
04 Feb 2010
Accepted
14 Apr 2010
First published
22 Apr 2010

Org. Biomol. Chem., 2010,8, 2505-2508

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The highly enantioselective Michael addition of ketones to nitrodienes catalyzed by the efficient organocatalyst system of pyrrolidinyl-thioimidazole and chiral thioureido acid

Z. Li, S. Luo, Y. Guo, A. Xia and D. Xu, Org. Biomol. Chem., 2010, 8, 2505 DOI: 10.1039/C002197K

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