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

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Abstract
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.