Synthesis of (2R,3R)- and (2S,3S)-Oxirane and Application of It to the Synthesis of Chirally Labeled Homoserine

Article abstract of DOI:10.1021/ja00185a041

(2R,3R)- and (2S,3S)-<2,3-(2)H2>oxirane have been synthesized from 2-propynol, the key step being the asymmetric epoxidation of (E)-3-(triphenylsilyl)-2-propenol.To determine the enantiomeric purities of the oxiranes, they were reacted with phenyllithium,