Diastereoface Discrimination in the Addition of Acetylide to a Chiral Aldehyde, Leading to a Synthesis of (+)-Deoxybiotin in Enantiomerically Pure Form Starting from L-Cysteine

Article abstract of DOI:10.1021/jo00099a009

Complete diastereofacial discrimination was observed upon addition of the chlorozinc acetylide derived from 1-hexyne to a chiral aldehyde prepared from L-cysteine.The addition product was used in a short synthesis of (+)-deoxybiotin, a precursor of (+)-bi