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Atroposelective Ring Opening of Cyclic Diaryliodonium Salts with Bulky Anilines Controlled by a Chiral Cobalt(III) Anion

Xue Zhang, Kun Zhao, Na Li, Jie Yu, Liu‐Zhu Gong, Zhenhua Gu

2020Angewandte Chemie International Edition105 citationsDOI

Abstract

Abstract The present work demonstrates a CuCl and anionic chiral cobalt(III)‐catalyzed enantioselective ring‐opening reaction. The small‐size, ligand‐free copper species enabled the cross‐coupling of iodonium salts with a series of bulky aromatic amines in high ee values. The chiral cobalt(III) anion causes appreciable chemical shift changes of cyclic diaryliodoniums in 1 H NMR spectra.

Topics & Concepts

CobaltChemistryRing (chemistry)Enantioselective synthesisCopperIonLigand (biochemistry)Polymer chemistryMedicinal chemistryCatalysisCombinatorial chemistryInorganic chemistryOrganic chemistryReceptorBiochemistryAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAlkaloids: synthesis and pharmacology
Atroposelective Ring Opening of Cyclic Diaryliodonium Salts with Bulky Anilines Controlled by a Chiral Cobalt(III) Anion | Litcius