A Totally Radical Approach to the Control of Stereochemistry: Coupling of Prochiral Radicals with Chiral Nitroxyl Radicals

Abstract

Differentiation between the two enantiotopic faces of prochiral carbon radicals by optically active nitroxyl radicals is demonstrated in this novel approach to the control of stereochemistry. In the first experiments, the steroid nitroxyl radical shown in Equation (a) gave selectivities of up to 92:8.