Regiodivergent Interrupted Ni-Catalyzed Chain-Walking of Unsaturated Alcohol Side-Chains via Traceless Activating Groups

Abstract

Herein, we describe a regiodivergent interrupted chain-walking of unsaturated aliphatic alcohols. The method leverages the potential of traceless groups to forge C(sp3)–C(sp3) and C(sp3)–nitrogen bonds at distal methylene sp3 C–H sites, with site selectivity dictated by a judicious choice of the ligand. The protocol is distinguished by its broad applicability, offering unconventional disconnections to access β/γ-substituted aliphatic alcohols that are difficult to reach otherwise.