Enantioselective 3,4-Oxyamination of 1,3-Dienes Enabled by an Electron-Rich Planar Chiral Rhodium Indenyl Catalyst

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.