Stereospecific synthesis from carbohydrate precurors of (R)- and (S)-ethyl isopropyl methyl phosphate and other optically active neutral phosphorus esters

Abstract

Stereospecific syntheses starting from carbo-hydrate precursors of (+)-(R) and (–)-(S)-ethyl iso-propyl methyl phosphates, (+)-(R)-O-ethyl O,S-dimethyl phosphorothioate, and (+)-(R)-ethyl methyl methyl-phosphonate are described; the enantiomeric purity of these compounds was determined by an n.m.r. method involving the use of tris-[3-(heptafluoro-n-propylhydroxy-methylene)-(+)-camphorato]europium(III).