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Reaktionen mit Aziridinen, XXII. Einstufensynthese von Pyrrolidonen durch Amidoethylierung einfacher Ester mit N-Acylaziridinen
Stamm, Helmut,Woderer, Anton,Wiesert, Wolfgang
, p. 32 - 48 (2007/10/02)
Sodium enolates of simple esters (2) react smoothly with N-acylaziridines (3) in THF forming 3-substituted 2-pyrrolidones 8.If the α-position of the ester carries more than one H-atom amidoethylated pyrrolidones can result.Whilst a simple butyrolactone behaves analogously amidoethylation of coumaranone furnished mono and bis amidoethyl derivatives of coumaranone besides a pyrrolidone. - In tert-butyl alcohol only extremly acidic esters like 1e and 1j could be amidoethylated.
