Reactions of 2-bromopropanamides with conjugated bases of representative β-dicarbonyl compounds. Synthesis of 2,5-dioxopyrrolidines and oxazolidine-4-ones

Reactions of 2-bromopropanamides with potassium enolates of representative β-dicarbonyl compounds provide, in high yields, open and heterocyclic compounds through a CC or CO alkylation reaction. Whereas C-alkylation products form in all conditions tested under relevant diastereoselectivity, O-alkylation takes place only in the presence of silver promoters, and shows partial diastereoselectivity.