Acid-Promoted Phosphorylation of Ynones for the Synthesis of Phosphoryl Enones

An efficient phospha-aldol/Meyer-Schuster rearrangement cascade reaction between propargylic aldehydes and phosphine oxides has been developed in which various phosphoryl enones were obtained in moderate to excellent yields. A comprehensive series of mechanistic experiments, including the identification of key intermediates and the application of ¹⁸O isotope labeling, has confirmed that this cascade reaction proceeds through a phospha-aldol followed by Meyer-Schuster rearrangement cascade reaction.