Rhodium-Catalyzed Asymmetric 1,4-Addition of α,β-Unsaturated Imino Esters Using Chiral Bicyclic Bridgehead Phosphoramidite Ligands

A chiral bicyclic bridgehead phosphoramidite (briphos) prepared from 1-aminoindane is a highly efficient and selective ligand for rhodium­(I)-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated <i>N</i>,<i>N</i>-dimethyl-sulfamoyl imino esters at ambient temperature. This transformation provides a new class of chiral (<i>Z</i>)-γ,γ-diaryl-α,β-dehydroamino esters with excellent yield and enantioselectivity