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DOI: 10.1055/s-0039-1690756
Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes
We thank the National Institute of General Medical Sciences (NIGMS, Grant No. GM80442) for support.Publication History
Received: 30 October 2019
Accepted: 08 November 2019
Publication Date:
04 December 2019 (online)
Dedicated to Professor Mark Lautens on the occasion of his 70th birthday
Published as part of the Special Topic Domino C–H Functionalization Reaction/Cascade Catalysis
Abstract
We report a three-component diamination of simple unactivated alkenes using an electrophilic nitrene source and amine nucleophiles. The reaction provides rapid access to 1,2-vicinal diamines from terminal alkenes through a one-pot protocol. The transformation proceeds smoothly with excellent tolerance for a broad array of primary and secondary amines, affording the desired products in good yield and regioselectivity. The mechanism is proposed to proceed through a Rh(III)-catalyzed aziridination of alkenes with subsequent ring opening by primary or secondary amines.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690756.
- Supporting Information
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