Ligand Controlled Ir-Catalyzed Regiodivergent Oxyamination of Unactivated Alkenes.
Honghui LeiJohn H ConwayCaleb C CookTomislav RovisPublished in: Journal of the American Chemical Society (2019)
An intramolecular Ir(III)-catalyzed regiodivergent oxyamination of unactivated alkenes provides valuable γ-lactams, γ-lactones and δ-lactams. The regioselectivity is controlled by the electronically tunable cyclopentadienyl Ir(III)-complexes enabling oxyamination via either 5-exo or 6-endo pathways. With respect to the mechanism, we propose a highly reactive [3.1.0] bicycle intermediate derived from Ir(V) nitrene-mediated aziridination to be a key intermediate toward the synthesis of γ-lactams.
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