Ligand‐Controlled NiH‐Catalyzed Regiodivergent Chain‐Walking Hydroalkylation of Alkenes
Lei Zhao, Yuqin Zhu, Mengyuan Liu, Leipeng Xie, Jimin Liang, Haoran Shi, Meng Xiao, Zhengyang Chen, Jian Han, Chao Wang
Abstract
Abstract A NiH‐catalyzed migratory hydroalkylation of alkenyl amines with predictable and switchable regioselectivity is reported. By utilizing a ligand‐controlled, directing group‐assisted strategy, various alkyl units are site‐selectively installed at inert sp 3 C−H sites far away from the original C=C bonds. A range of structurally diverse α‐ and β‐branched protected amines are conveniently synthesized via stabilization of 5‐ and 6‐membered nickelacycles respectively. This method exhibits broad scope and high functional group tolerance, and can be applied to late‐stage modification of medicinally relevant molecules.
Topics & Concepts
Ligand (biochemistry)RegioselectivityAlkylFunctional groupCatalysisScope (computer science)Combinatorial chemistryChemistryStereochemistryOrganic chemistryReceptorComputer scienceBiochemistryPolymerProgramming languageCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions