Synthesis of 4-Methyldienoates Using a Vinylogous Horner−Wadsworth−Emmons Reagent. Application to the Synthesis of Trichostatic Acid

Abstract

The utility of the unsaturated phosphonate 1 as a vinylogous Horner-Wadsworth-Emmons reagent was explored in reactions with aldehydes affording 4-methyldienoate esters. Factors that affect E/Z selectivity were studied. A simplified synthesis of trichostatic acid 3 was accomplished to demonstrate utility of this reagent.