Novel Entry to a 3,4-Disubstituted 2-Azetidinone Derivative via Palladium-Assisted Carbonylation of a 2-Substituted 3-Vinylaziridine

Abstract

Highly stereoselective conversion of 2-benzyloxymethyl-1-(tert-butoxycarbonyl)-3-vinylaziridine (3) via ring opening, carbonylation and ring closure into trans-4-benzyloxymethyl-1-(tert-butoxycarbonyl)-3-vinyl-2-azetidinone (4) was accomplished by the use of palladium(0)/carbon monoxide.