Radical retrosynthetic logic has now been shown on numerous occasions to simplify synthetic routes. Similarly, the radical cross coupling approach delineated herein can be leveraged to procure chiral aminoalcohol-containing structures that previously required tedious routes guided by polar bond analysis. At a high-level, the strategic advantage exemplified with this approach involves the modular attachment of the aminoalcohol motif stereoselectively, rather than its stepwise construction. As a result, the current approach provides a much simpler and intuitive avenue. For example, the simple derivatization of the selected coupling products shown in Figure led to medicinally useful building blocks (27, 28) or a marketed drug (1). Previous routes to ArI (1.0 eq), free acid form of 10 (1.5 eq), NiCl 2 (10 mol%), dtbbpy (12 mol%), Ir(dF(CF 3 )ppy) 2 (dtbbpy)PF 6 (2 mol%), BTMG (1.9 eq), phthalimide (1.0 eq), DMSO (0.1 M), 400 nm, 26 ºC, 48 h