Enol triflates derived from the Wieland-Miescher ketone and an analog bearing an angular acetoxymethyl group: their highly regioselective synthesis and Stille coupling with vinyl(tributyl)tin

A highly selective synthesis of the enol triflate derived from the 9-keto group was achieved directly from diketones in kinetic conditions. The isomeric triflates were also prepared selectively in other conditions (kinetic or thermodynamic) and their specific Stille couplings achieved.