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Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes

Sumin Lee, Young Jin Jang, Erik J. T. Phipps, Honghui Lei, Tomislav Rovis*

*Department of Chemistry, Columbia University, New York, NY 10027, USA, Email: tr2504columbia.edu

S. Lee, Y. J. Jang, E. J. T. Phipps, H. Lei, T. Rovis, Synthesis, 2020, 52, 1247-1252.

DOI: 10.1055/s-0039-1690756



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Abstract

A one-pot diamination of simple unactivated alkenes using an electrophilic nitrene source and amine nucleophiles provides rapid access to 1,2-vicinal diamines from terminal alkenes on good yield and regioselectivity. The transformation proceeds smoothly through a Rh(III)-catalyzed aziridination of alkenes with subsequent ring opening by primary or secondary amines.

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Key Words

diamination, rhodium(III) catalysis, one-pot synthesis, nitrene


ID: J66-Y2020