Pd-Catalyzed carboannulation of γ,δ-alkenyl oximes: efficient access to 5-membered cyclic nitrones and dihydroazines

We report that the Pd-0-catalyzed carboannulation of gamma,delta-alkenyl oximes with organohalides offers catalyst-controlled access to 5-membered cyclic nitrones or 6-membered cyclic oxime ethers. wherein substrate conformation can result in divergent reactivity, a phenomenon that likely arises from a shift in the mechanistic paradigm. The title transformation features a catalyst-controlled bond formation event that holds promise for the enantioselective synthesis of these important heterocycles.