Mild Zinc-Promoted Horner-Wadsworth-Emmons Reactions of Diprotic Phosphonate Reagents

Douglas J. Schauer; Paul Helquist

doi:10.1055/s-2006-950292

PAPER

Mild Zinc-Promoted Horner-Wadsworth-Emmons Reactions of Diprotic Phosphonate Reagents

Douglas J. Schauer, Paul Helquist*
University of Notre Dame, Department of Chemistry and Biochemistry and Walther Cancer Research Center, 251 Nieuwland Science Hall, Notre Dame, IN 46556, USA
Fax: +1(547)6316652; e-Mail: phelquis@nd.edu;

Abstract

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Abstract

We report the development of a mild protocol for the Horner-Wadsworth-Emmons reaction of diprotic phosphonates that makes use of a zinc triflate promoter in the presence of mild tertiary amine bases to produce α,β-unsaturated carboxylic acids and amides.

Key words

olefinations - zinc - amides - carboxylic acids - Horner-Wadsworth-Emmons reactions

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Referenzen

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