Issue 34, 2010
From the journal:

Chemical Communications

N-heterocyclic carbene catalysed asymmetric cross-benzoin reactions of heteroaromatic aldehydes with trifluoromethyl ketones†

Dieter Enders,*a   André Grossmann,a   Jeanne Fronerta  and  Gerhard Raabea  

* Corresponding authors

a Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany
E-mail: enders@rwth-aachen.de
Fax: +49-241-809-2127
Tel: +49-241-809-4676

Abstract

A new triazolium salt derived N-heterocyclic carbene catalyses an asymmetric cross-benzoin-type reaction of heteroaromatic aldehydes and various trifluoromethyl ketones in good to excellent yields (69–96%) and moderate to good enantioselectivities (ee = 39–85%). Up to 99% ee can be achieved by recrystallisation.

Graphical abstract: N-heterocyclic carbene catalysed asymmetric cross-benzoin reactions of heteroaromatic aldehydes with trifluoromethyl ketones

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Article information

DOI
https://doi.org/10.1039/C0CC02013C
Article type
Communication
Submitted
22 Jun 2010
Accepted
12 Jul 2010
First published
09 Aug 2010

Chem. Commun., 2010,46, 6282-6284

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N-heterocyclic carbene catalysed asymmetric cross-benzoin reactions of heteroaromatic aldehydes with trifluoromethyl ketones

D. Enders, A. Grossmann, J. Fronert and G. Raabe, Chem. Commun., 2010, 46, 6282 DOI: 10.1039/C0CC02013C

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