パラジウム触媒を用いたプロパルギルエステルと求核剤の反応によるビシクロ[3.2.1]オクタン骨格の立体選択的合成

抄録

Palladium-catalyzed reactions of propargylic compounds with nucleophiles have been extensively studied due to their versatile and specific reactivity. In this reaction, a substrate having two nucleophilic moieties within the molecule reacted sequentially with the π-propargylpalladium complex, resulting from propargylic compounds and palladium catalysts, to afford the cyclized product. In planning our investigation of this reaction, we focused on the nucleophilic activity of 2-oxocyclohex-3-enecarboxylates. We report the palladium-catalyzed reaction of propargylic acetates with 2-oxocyclohex-3-enecarboxylates, in which functionalized bicyclo[3.2.1]octenones have been constructed in a highly stereoselective manner.