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Stereoselective Synthesis of α-Fluoro-β-Trifluromethyl-α-β- Unsaturated Esters by Horner-Wadsworth-Emmons Coupling
Letters in Organic Chemistry
  • Shainaz M. Landge, Georgia Southern University
  • Béla Török, University of Massachusetts Boston
Document Type
Article
Publication Date
1-1-2013
DOI
10.2174/1570178611666140124001052
Disciplines
Abstract
α-Fluoro-β-trifluoromethyl-α,β-unsaturated esters were synthesized via the reaction of diethyl (1-fluoro-1-carbethoxymethyl) phosphonate with a variety of aromatic/heterocyclic trifluoromethyl ketones and trifluoroacetaldehyde ethyl hemiacetal by the Horner-Wadsworth-Emmons (HWE) coupling. The effect of base, solvent, as well as reactant ratio has been investigated. The present method is highly stereoselective, attractive and convenient for the synthesis of the target compounds due to the availability of the reagents, simplicity of the approach and good yields of the products.
Citation Information
Shainaz M. Landge and Béla Török. "Stereoselective Synthesis of α-Fluoro-β-Trifluromethyl-α-β- Unsaturated Esters by Horner-Wadsworth-Emmons Coupling" Letters in Organic Chemistry Vol. 11 Iss. 5 (2013) p. 374 - 379
Available at: http://works.bepress.com/shainaz_landge/30/