
Chemistry Letters p. 1045 - 1048 (1985)
Update date:2022-09-26
Topics:
Iwasawa, Nobuharu
Huang, Huamin
Mukaiyama, Teruaki
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.
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