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Synthesis of Axially Chiral Biaryls through Cobalt(II)‐Catalyzed Atroposelective C−H Arylation

Yong‐Jie Wu, Zhen‐Kai Wang, Zhen‐Sheng Jia, Jiahao Chen, Fan‐Rui Huang, Bei‐Bei Zhan, Qi‐Jun Yao, Bing‐Feng Shi

2023Angewandte Chemie International Edition52 citationsDOIOpen Access PDF

Abstract

Highly efficient synthesis of axially chiral biaryl amines through cobalt-catalyzed atroposelective C-H arylation using easily accessible cobalt(II) salt and salicyloxazoline ligand has been reported. This methodology provides a straightforward and sustainable access to a broad range of enantioenriched biaryl-2-amines in good yields (up to 99 %) with excellent enantioselectivities (up to 99 % ee). The synthetic utility of the unprecedented method is highlighted by its scalability and diverse transformations.

Topics & Concepts

CobaltCatalysisCombinatorial chemistryChemistryLigand (biochemistry)Salt (chemistry)Reaction conditionsOrganic chemistryReceptorBiochemistryAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsAlkaloids: synthesis and pharmacology
Synthesis of Axially Chiral Biaryls through Cobalt(II)‐Catalyzed Atroposelective C−H Arylation | Litcius