Synthesis of 4-methyldienoates using a vinylogous Horner-Wadsworth-Emmons reagent. Application to the synthesis of trichostatic acid.

The utility of the unsaturated phosphonate 1 its it 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.