α-Diethoxyphosphinyl-γ-butenolide, a Versatile Reagent for the Synthesis of α,β-Difunctionalized γ-Lactones

Article abstract of DOI:10.1246/cl.1986.1229

α-Diethoxyphosphinyl-γ-butenolide was synthesized in good yield by phenylselenenylation of an α-diethoxyphosphinyl -γ-butyrolactone carbanion and subsequent oxidative elimination of the phenylseleno residue.The butenolide 2 underwent the Michael addition of various nucleophiles to generate the phosphoryl-stabilized carbanions, which reacted with carbonyl compounds to give α,β-difunctionalized γ-butyrolactones, ligands, and a γ-butyrolactone annelated compound.