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ONLINEISSN:1348-0715
PRINTISSN:0366-7022
Chemistry Letters
Vol. 37 (2008) , No. 1 p.2
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Development of Chiral Bicyclic Triazolium Salt Organic Catalysts: The Importance of the N-Aryl Substituent
Tomislav Rovis1)
1) Department of Chemistry, Colorado State University
(Received October 23, 2007)

The development of a family of chiral bicyclic triazolium salts is described. Treatment of these salts with base provides a nucleophilic carbene which may be used as an organic catalyst for asymmetric acyl anion chemistry including the benzoin and Stetter reactions, and some recently developed redox chemistry. Throughout the development of these reactions, the nature of the N-aryl substituent on the triazole ring has proven to have a profound effect on both reactivity and selectivity. These observations have also paralleled those made by others using our family of catalysts.

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doi:10.1246/cl.2008.2
JOI  JST.JSTAGE/cl/2008.2
Copyright (c) 2007 The Chemical Society of Japan



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