An enantioselective aza-Wacker-type reaction was developed. When alkenyl sulfonamide substrates were treated with the Pd-SPRIX catalyst in the presence of oxone as an oxidant, the olefin was attacked intramolecularly by the nitrogen nucleophile to construct several heterocycles such as morpholines, piperazines, piperidines, and their benzo-fused derivatives in up to 88% yield with up to 80% ee.