Axially Chiral Phenanthroline Ligand-Enabled Copper-Catalyzed Enantioselective Arylation of Azonaphthalenes with Arylboronic Acids

Abstract An axially chiral phenanthroline ligand bearing two BINOL units was found to be capable of promoting the copper-catalyzed enantioselective arylation of 2-azonaphthalenes with arylboronic acids. This atroposelective Michael-type addition affords a range of enantioenriched axially chiral biaryl compounds in synthetically useful yields with enantiomeric ratios of up to 91.5:8.5.

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Publication Details

Journal
Synlett
Published
2024-08-15
DOI
https://doi.org/10.1055/a-2388-9630
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Axially Chiral Phenanthroline Ligand-Enabled Copper-Catalyzed Enantioselective Arylation of Azonaphthalenes with Arylboronic Acids

Zhipeng Zhang, Shouyi Cen, Ruiyu Wang
Synlett
Axial and Atropisomeric Chirality Synthesis
article

Axially Chiral Phenanthroline Ligand-Enabled Copper-Catalyzed Enantioselective Arylation of Azonaphthalenes with Arylboronic Acids

Zhipeng Zhang, Shouyi Cen, Ruiyu Wang
article en

Abstract

Abstract An axially chiral phenanthroline ligand bearing two BINOL units was found to be capable of promoting the copper-catalyzed enantioselective arylation of 2-azonaphthalenes with arylboronic acids. This atroposelective Michael-type addition affords a range of enantioenriched axially chiral biaryl compounds in synthetically useful yields with enantiomeric ratios of up to 91.5:8.5.

SynlettVol. 36(06)
East China University of Science and Technology (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 91%
Axial and Atropisomeric Chirality Synthesis
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