Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades

Abstract

Stereochemical control of acyclic carbon radical intermediates remains a challenge, due to the difficulty in differentiation between the two faces of the planar species. Here the authors show diastereodivergent hydrogen atom transfer to acyclic carbon radicals via control of N-heterocyclic carbene–borane reagents with either a thiol catalyst or a Lewis acid.