Y(OTf)_3 catalyzed substitution dependent oxidative C(sp~3)-C(sp~3) cleavage and regioselective dehydration of β-allyl-β-hydroxydithioesters: Alternate route to α,β- unsaturated ketones and functionalized dienes

摘要

β-Allyl-β-hydroxydithioesters have been generated by the regioselective Grignard addition to the β-oxodithioesters. They have been successfully employed in selective C(sp~3)-C(sp~3) bond cleavage to construct α,β-unsaturated ketone residues by the treatment of an emerging catalyst yttrium(III)triflate for the first time. On the other hand, hetaryl substituted β-allyl-β-hydroxydithioesters led to the useful diene precursors through selective dehydration under the similar conditions.