ChemInform Abstract: Rhodium(I)‐Catalyzed Asymmetric Carbene Insertion into B—H Bonds: Highly Enantioselective Access to Functionalized Organoboranes.

Abstract

A unique rhodium(I)-catalyzed asymmetric B–H insertion of α-diazo carbonyl compounds with easily available amine–borane adducts was achieved using a newly developed C1-symmetric chiral diene as ligand. This first Rh(I)–carbene-directed B–H insertion example represents an attractive and promising approach for synthesis of highly enantioenriched organoboron compounds, allowing for the efficient construction of α-boryl esters and ketones with excellent enantioselectivities (up to 99% ee) under exceptionally mild conditions.