Palladium-Catalyzed Reactions of Alkenyloxiranes with Carbon Monoxide

Article abstract of DOI:10.1016/S0040-4039(00)60364-7

Reaction of alkenyloxiranes with carbon monoxide in the presence of palladium catalysts gives unsaturated esters, β-lactones, dienes, and allylic alcohols.The selectivity of the reaction depends on the nature of the alkenyloxiranes.Carbonylation products were obtained in the reaction of terminal alkenyloxiranes and alkenyloxiranes having electron-donating substituents, whereas carbonylation scarcely took place in the reaction of alkenyloxiranes having electron-withdrawing groups; dienes and allylic alcohols were produced instead of carbonylation products.