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Enantioselective Aza-Wacker-Type Cyclization Promoted by Pd-SPRIX Catalyst.

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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… Click to show full abstract

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.

Keywords: aza wacker; wacker type; enantioselective aza; sprix catalyst

Journal Title: Organic letters
Year Published: 2018

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