Atroposelective sp<sup>3</sup> C—H Coupling for Kinetic Resolution of Thioanilide Atropisomers
Hua‐Jie Jiang, Rui‐Long Geng, Jiahui Wei, Liu‐Zhu Gong
Abstract
Main observation and conclusion A highly efficient kinetic resolution of racemic thioanilide atropisomers via C(sp 3 )−H arylation has been achieved by a hybrid palladium catalyst bearing an anionic chiral Co III ‐complex and a phosphoramidite ligand, leading to both enantioenriched atropisomeric arylation thioanilides (up to 99% ee) and N‐Me atropisomeric thioanilides (up to 99% ee), simultaneously. The remained enantioenriched substrates can be arylated again by using an achiral anionic ligand to give the enantiomer with the opposite configuration.
Topics & Concepts
AtropisomerChemistryKinetic resolutionLigand (biochemistry)EnantiomerPhosphoramiditePalladiumCatalysisCombinatorial chemistryResolution (logic)Enantioselective synthesisStereochemistryMedicinal chemistryOrganic chemistryReceptorOligonucleotideArtificial intelligenceComputer scienceDNABiochemistryAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityCatalytic C–H Functionalization Methods