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Updated: Sep 17, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Enantioselective 3,4-Oxyamination of 1,3-Dienes Enabled by an Electron-Rich Planar Chiral Rhodium Indenyl Catalyst
Ethan M P Heyboer1, Wesley A Pullara1, John Bacsa1
1Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.
Abstract:
We describe the development of a three-component enantioselective 3,4-amino oxygenation protocol for 1,3-dienes enabled by a highly methylated electron-rich planar chiral rhodium indenyl catalyst. This transformation furnishes vicinal amino alcohol motifs in synthetically useful yields (19-86%) and excellent enantioselectivities (up to 99.5:0.5 er). We demonstrate its utility for a variety of activated and unactivated dienes coupled with a broad scope of dioxazolone and alcohol coupling partners.
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