Synthesis of P‐stereogenic phosphonothioates via alcoholysis of phosphonothioates with a binaphthyl group

Abstract

AbstractThe reaction of phosphonothioates having a binaphthyl group with alkoxides proceeded via transfer of the axial chirality of the binaphthyl group to the central chirality of the phosphorus atom to give P‐stereogenic phosphonothioates with moderate‐to‐excellent diastereoselectivities. The reaction of phosphonoselenoates also proceeded in a similar fashion. The selenium atom of the obtained product could be excluded with tributylphosphine to give a trivalent phosphonite, which was isolated as a boron complex.