» Articles » PMID: 32720735

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

Overview
Specialty Chemistry
Date 2020 Jul 29
PMID 32720735
Citations 5
Authors
Affiliations
Soon will be listed here.
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 H NMR spectra.

Citing Articles

Recent Progress in Cyclic Aryliodonium Chemistry: Syntheses and Applications.

Peng X, Rahim A, Peng W, Jiang F, Gu Z, Wen S Chem Rev. 2023; .

PMID: 36649301 PMC: 9951228. DOI: 10.1021/acs.chemrev.2c00591.


Cyclic Diaryl λ-Chloranes: Reagents and Their C-C and C-O Couplings with Phenols Aryne Intermediates.

Lanzi M, Rogge T, Truong T, Houk K, Wencel-Delord J J Am Chem Soc. 2022; 145(1):345-358.

PMID: 36535642 PMC: 9837845. DOI: 10.1021/jacs.2c10090.


Enantioselective Ugi and Ugi-azide reactions catalyzed by anionic stereogenic-at-cobalt(III) complexes.

Sun B, Liu K, Gao Q, Fang W, Lu S, Wang C Nat Commun. 2022; 13(1):7065.

PMID: 36400776 PMC: 9674650. DOI: 10.1038/s41467-022-34887-1.


Enantioselective alkylative cross-coupling of unactivated aromatic C-O electrophiles.

Zhang Z, Zhang J, Gao Q, Zhou Y, Yang M, Cao H Nat Commun. 2022; 13(1):2953.

PMID: 35618745 PMC: 9135759. DOI: 10.1038/s41467-022-30693-x.


Torsional strain inversed chemoselectivity in a Pd-catalyzed atroposelective carbonylation reaction of dibenzothiophenium.

Zhang Q, Xue X, Hong B, Gu Z Chem Sci. 2022; 13(13):3761-3765.

PMID: 35432889 PMC: 8966737. DOI: 10.1039/d2sc00341d.