Tri-carbonylated oxiranes were efficiently synthesized by condensing a vicinal
tricarbonyl compound with α-bromoketones in the presence of a base. This protocol was
applicable to α–bromo-β-keto esters to create tetra-carbonylated oxiranes, from which trifunctionalized
bromoalkene was competitively formed. The ratio of these compounds was
influenced by the solvent and reaction temperature.
Keywords: Polycarboylated oxirane, polyfunctionalized bromoalkene, vicinal tricarbonyl compound, α-bromo ketone, oxetane intermediate,
Rights & PermissionsPrintExport