Electrophilic sulfenylation in a stereocontrolled synthesis of protected (2R,3R)-3-mercaptoaspartic acid from L-aspartic acid

Article abstract of DOI:10.1016/0040-4020(96)00765-X

A novel electrophilic sulfenylating agent, (2,4-dimethoxybenzylthio)-4-methylphenyl sulfonate (13) was developed to give thiols bearing an acid labile protecting group. This was subsequently used to prepare in a stereocontrolled manner, a protected form of (2R,3R)-3-mercaptoaspartic acid which was incorporated into a tripeptide.