DIE ANLAGERUNG VON MERCAPTOCARBONSAEUREN AN 3-THIAZOLINE UND ANSCHLIESSENDE LACTAMISIERUNG

Article abstract of DOI:10.1016/S0040-4020(01)88333-2

The reaction of 3-thiazolines 1a-c with α- or β-mercaptocarboxylic acids leads to bicyclic lactams 2-4.Depending on the reaction conditions diastereomeric mixtures 2b, 3, 4a,b are formed.The synthesis of the latter can be explained by a two-step mechanism.The configuration and conformation of the diasteremers is deducted by (1)H, (13)C-NMR spectroscopy and NOE experiments.