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Updated: Jul 5, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Iridium-catalysed hydroamination of internal homoallylic amines
An T Ho1, Evan P Vanable2, Chelsea San Miguel1
1Department of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, TX 78741, USA. kamihull@utexas.edu.
Abstract:
An Ir-catalysed regioselective hydroamination of internal homoallylic amines is reported. Both cyclic and acyclic internal olefins undergo directed hydroamination reactions with both aromatic and cyclic aliphatic amines to afford a variety of 1,4-diamines in fair to excellent yields. Diastereoselectivity and mechanistic investigations support that for cyclic substrates the reactions are proceeding via trans-aminoiridation to form a 5-membered metalacyclic intermediate.
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