First highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes

ORGN 684

Andrea-Nekane Alba,, Xavier Companyó,, Albert Moyano,, and Ramon Rios, Departament de Química Orgànica, Universitat de Barcelona, Martí i Franquès, 1-11, Barcelona, 08028, Spain
A convenient and novel oxazol-5-one addition to nitrostyrenes is reported. The reaction is catalyzed by tertiary amines yielding the corresponding adducts with total regio- and diastereoselectivity. The addition takes exclusively place at the C-2 position of oxazol-5-ones, furnishing diastereopure N,O-aminals.