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Issue 23, 2011
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Acid controlled diastereoselectivity in asymmetric aldol reaction of cycloketones with aldehydes using enamine-based organocatalysts†

Jinsuo Gao,ab   Shiyang Bai,a   Qiang Gao,a   Yan Liu*a  and  Qihua Yang*a  
Author affiliations

* Corresponding authors

a State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, P. R. China
E-mail: yangqh@dicp.ac.cn, yanliu503@dicp.ac.cn
Web: http://www.hmm.dicp.ac.cn
Fax: 86-411-84694447
Tel: 86-411-84379552

b Key Laboratory of Industrial Ecology and Environmental Engineering (Ministry of Education, China), School of Environmental Science and Technology, Dalian University of Technology, Dalian 116024, China

Abstract

The example of syn-aldol reaction of cyclohexanone to aldehyde was demonstrated based on chiral diamine organocatalysts and it was realized either by increasing the molecular size of acid additives or by introducing a hydrogen-bond donor into acid additives.

Graphical abstract: Acid controlled diastereoselectivity in asymmetric aldol reaction of cycloketones with aldehydes using enamine-based organocatalysts

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Article information

https://doi.org/10.1039/C0CC05224H
Submitted
27 Nov 2010
Accepted
20 Apr 2011
First published
10 May 2011
Chem. Commun., 2011,47, 6716-6718
Article type
Communication
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Acid controlled diastereoselectivity in asymmetric aldol reaction of cycloketones with aldehydes using enamine-based organocatalysts

J. Gao, S. Bai, Q. Gao, Y. Liu and Q. Yang, Chem. Commun., 2011, 47, 6716
DOI: 10.1039/C0CC05224H

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