Litcius/Paper detail

Regio- and enantioselective remote hydroarylation using a ligand-relay strategy

Yuli He, Jiawei Ma, Huayue Song, Yao Zhang, Yong Liang, You Wang, Shaolin Zhu

2022Nature Communications59 citationsDOIOpen Access PDF

Abstract

Abstract The design of a single complicated chiral ligand to well-promote each step of an asymmetric cascade reaction is sometimes a formidable challenge in transition metal catalysis. In this work, a highly regio- and enantioselective Ni-catalysed migratory hydroarylation relay process has been achieved with the combination of two simple ligands, one which accomplishes chain-walking and the other causing asymmetric arylation. This formal asymmetric C(sp 3 )−H arylation provides direct access to a wide range of structurally diverse chiral 1,1-diarylalkanes, a structural unit found in a number of bioactive molecules. The value of this strategy was further demonstrated by the Ni-catalysed migratory asymmetric 1,3-arylboration.

Topics & Concepts

Enantioselective synthesisLigand (biochemistry)Combinatorial chemistryCascadeCatalysisRelayChemistryStereochemistryPhysicsOrganic chemistryReceptorBiochemistryPower (physics)ChromatographyQuantum mechanicsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions