Stereospecificity of alkylation of phosphite anion in electrochemical version of the Michaelis - Becker reaction

Article abstract of DOI:10.1007/BF01433988

Benzylation of cis-2-hydro-2-oxo-4-methyl-1,3,2-dioxaphosphorinane in the electrochemical version of the Michaelis - Becker reaction occurs stereospecifically with retention of the stereochemistry of the hydrophosphoryl center and affords stereochemically pure 2-benzyl-2-oxo-4-methyl-1,3,2-dioxaphosphorinane (yield 60-70 %). The structure of this compound was determined by X-ray diffraction analysis. The mechanism of the process was discussed.