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Synthesis 2006(4): 589-590  
DOI: 10.1055/s-2005-918520
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

An N-Heterocyclic Carbene as a Nucleophilic Catalyst for Cyanosilylation of Aldehydes

Yoshimasa Fukuda, Yuka Maeda, Satoru Ishii, Kazuhiro Kondo*, Toyohiko Aoyama*
Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabedori, Mizuhoku, Nagoya 467-8603, Japan
Fax: +81(52)8363439; e-Mail: kazuk@phar.nagoya-cu.ac.jp; e-Mail: aoyama@phar.nagoya-cu.ac.jp;
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Publication History

Received 1 August 2005
Publication Date:
21 December 2005 (online)

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Abstract

The first method for cyanosilylation of aldehydes with trimethylsilyl cyanide in the presence of the N-heterocyclic carbene prepared from 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride and potassium tert-butoxide, as a nucleophilic catalyst, is described.

Key words

N-heterocyclic carbene - cyanosilylation - nucleophilic catalyst - imidazolium salt - trimethylsilyl cyanide

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