STANNOUS TRIFLATE MEDIATED ALDOL REACTION OF 3-(3-ALKOXY AND 3-AMINOPROPANOYL)THIAZOLIDINE-2-THIONES STEREOSELECTIVE SYNTHESIS OF β-LACTAM DERIVATIVES

Article abstract of DOI:10.1246/cl.1985.1045

The tin(II) enolate is generated from 3-acylthiazolidine-2-thione with β-alkoxy or β-amino functionality on treatment with stannous triflate in the presence of N-ethylpiperidine.The enolate further reacts with aldehyde to afford the aldol product with high syn-stereoselectivity.The aldol product thus produced is stereospecifically converted to β-lactam derivative with hydroxyethyl side chain.