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Updated: Mar 29, 2026
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Regioselective, Asymmetric Formal Hydroamination of Unactivated Internal Alkenes
Yumeng Xi1,2, Trevor W Butcher1, Jing Zhang1,2
1Department of Chemistry, University of California, Berkeley, CA 94720 (USA).
Abstract:
We report the regioselective and enantioselective formal hydroamination of unsymmetrical internal alkenes catalyzed by a copper catalyst ligated by DTBM-SEGPHOS. The regioselectivity of the reaction is controlled by the electronic effects of ether, ester, and sulfonamide groups in the homoallylic position. The observed selectivity underscores the influence of inductive effects of remote substituents on the selectivity of catalytic processes occurring at hydrocarbyl groups, and the method provides direct access to various 1,3-aminoalcohol derivatives with high enantioselectivity.
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