Chemoselective Crossed
Acyloin Condensations: Catalyst and Substrate Control

Christopher A. Rose; Sivaji Gundala; Stephen J. Connon; Kirsten Zeitler

doi:10.1055/s-0030-1258363

FEATUREARTICLE

Chemoselective Crossed Acyloin Condensations: Catalyst and Substrate Control

Christopher A. Rose^a, Sivaji Gundala^b, Stephen J. Connon*^b, Kirsten Zeitler*^a
^a Institut für Organische Chemie, Universität Regensburg, Universitätsstrasse 31, 93053 Regensburg, Germany
Fax: +49(941)9434121; e-Mail: kirsten.zeitler@chemie.uni-regensburg.de;
^b Centre for Synthesis and Chemical Biology, School of Chemistry, The University of Dublin, Trinity College, Dublin 2, Ireland
Fax: +353(167)12826; e-Mail: connons@tcd.ie;

Abstract

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Abstract

The interplay between catalyst and substrate control in crossed acyloin condensation reactions has been studied. It was found that a pentafluorophenyl-substituted triazolium ion derived catalyst was capable of catalyzing highly chemoselective processes between a range of aliphatic and aromatic aldehydes utilized in a 1:1 ratio.

Key words

organic synthesis - carbenes - heterocycles - catalysis - umpolung reactions

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References

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