Issue 7, 2011
From the journal:

Organic & Biomolecular Chemistry

N-Heterocyclic carbene-catalysed intermolecular Stetter reactions of acetaldehyde†

Sun Min Kim,‡a   Ming Yu Jin,‡b   Mi Jin Kim,b   Yan Cui,a   Young Sug Kim,a   Liqiu Zhang,a   Choong Eui Song,ab   Do Hyun Ryu*b  and  Jung Woon Yang*a  

* Corresponding authors

a Department of Energy Science, Sungkyunkwan University, Suwon 440-746, Korea
E-mail: jwyang@skku.edu
Fax: +82-31-299-4279
Tel: +82-31-299-4276

b Department of Chemistry, Sungkyunkwan University, Suwon 440-746, Korea
E-mail: dhryu@skku.edu
Fax: +82-31-290-5976
Tel: +82-31-290-5931

Abstract

A facile method for the intermolecular Stetter reaction of various Michael acceptors with acetaldehyde as a biomimetic acylanion source was realized using N-heterocyclic carbene catalysis. This catalytic system has also been applied to the enantioselective Stetter reaction and resulted in moderate to good enantioselectivities for the corresponding Stetter products.

Graphical abstract: N-Heterocyclic carbene-catalysed intermolecular Stetter reactions of acetaldehyde

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Article information

DOI
https://doi.org/10.1039/C0OB01178A
Article type
Communication
Submitted
15 Dec 2010
Accepted
27 Jan 2011
First published
28 Jan 2011

Org. Biomol. Chem., 2011,9, 2069-2071

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N-Heterocyclic carbene-catalysed intermolecular Stetter reactions of acetaldehyde

S. M. Kim, M. Y. Jin, M. J. Kim, Y. Cui, Y. S. Kim, L. Zhang, C. E. Song, D. H. Ryu and J. W. Yang, Org. Biomol. Chem., 2011, 9, 2069 DOI: 10.1039/C0OB01178A

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