CARBOXYL-MODIFIED AMINO ACIDS AND PEPTIDES: II) A CONVENIENT ROUTE FOR THE SYNTHESIS OF DIFUNCTIONALIZED ENAMINES FROM THIOAMIDES VIA THIOIMINIUM SALTS

Article abstract of DOI:10.1016/S0040-4039(00)86042-6

From thioamides 4, via thioiminium salts 5, various difunctionalized enamines 6 with different electron-withdrawing groups E, E' (E: CN, CO2Me, COR, SO2R, etc; E': CN, CO2Me) are prepared.Application of the methodology, the determination of stereochemistry and degree of racemization of some amino acids are discussed.