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Chiral Hemilabile P,N‐Ligand‐Assisted Gold Redox Catalysis for Enantioselective Alkene Aminoarylation

Xiaohan Ye, Chenhuan Wang, Shuyao Zhang, Qi Tang, Łukasz Wojtas, Minyong Li, Xiaodong Shi

2022Chemistry - A European Journal65 citationsDOIOpen Access PDF

Abstract

Enantioselective, intermolecular alkene arylamination was achieved through gold redox catalysis. Screening of ligands revealed chiral P,N ligands as the optimal choice, giving alkene aminoarylation with good yields (up to 80 %) and excellent stereoselectivity (up to 99 : 1 er). As the first example of enantioselective gold redox catalysis, this work confirmed the feasibility of applying a chiral ligand at the gold(I) stage, with the stereodetermining step (SDS) at the gold(III) intermediate, thus opening up a new way to conduct gold redox catalysis with stereochemistry control.

Topics & Concepts

Enantioselective synthesisAlkeneRedoxLigand (biochemistry)CatalysisChemistryCombinatorial chemistryStereochemistryOrganic chemistryReceptorBiochemistryCatalytic Alkyne ReactionsOxidative Organic Chemistry ReactionsAsymmetric Hydrogenation and Catalysis
Chiral Hemilabile P,N‐Ligand‐Assisted Gold Redox Catalysis for Enantioselective Alkene Aminoarylation | Litcius