Nucleophilic β-alkenylation of N-alkoxyenamines: an umpolung strategy for the preparation of β,γ-unsaturated ketones

Abstract An umpolung strategy has been developed for the synthesis of β,γ-unsaturated ketones utilizing nucleophilic β-alkenylation of N -alkoxyenamines, which are prepared in situ from ketones and isoxazolidine, with alkenyl aluminum reagents. Various β,γ-unsaturated ketones have been prepared following this simple procedure under mild conditions.