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Updated: Oct 27, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes
Sumin Lee1, Young Jin Jang1, Erik J T Phipps1
1Department of Chemistry, Columbia University, New York, NY 10027, USA.
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 product with 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.
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