The substitution reactions of E and 2 vinylogous thiol esters with organocuprates has been examined as a potential stereoselective synthetic route to a, p-enones. The stereoselectivities of the reactions were dependent upon substrate structure, cuprate reagent, cuprate transferable ligand, solvent, and temperature. The E vinylogous thiol esters all underwent reaction in THF with net retention of configuration except 26 which afforded ...
