Organic Chemistry Portal



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, Email:

D. J. Schauer, P. Helquist, Synthesis, 2006, 3654-3660.

DOI: 10.1055/s-2006-950292


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

see article for more reactions

Key Words

Wittig-Horner Reaction, unsaturated carboxylic acid derivatives, olefinations, zinc

ID: J66-Y2006-3670