Catalytic Atroposelective Electrophilic Amination to Access Axially Chiral Diaryl Phenols

An enantioselective synthesis of axially chiral diaryl phenols containing sulfonamide groups has been achieved involving an electrophilic amination of 1,1'-biaryl-2,6-diols with N-sulfonyl quinone diimines, catalyzed by a chiral phosphoric acid. This atroposelective reaction offers a modular approach to enantiopure diaryl phenols, with good-to-excellent yields.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2025-03-14
DOI
https://doi.org/10.1002/asia.202500239
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
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article

Catalytic Atroposelective Electrophilic Amination to Access Axially Chiral Diaryl Phenols

Jiangtao Sun, Shengbiao Tang, Ying Shao, Qiang Chen et al.
Chemistry - An Asian Journal
Axial and Atropisomeric Chirality Synthesis
article

Catalytic Atroposelective Electrophilic Amination to Access Axially Chiral Diaryl Phenols

Jiangtao Sun, Shengbiao Tang, Ying Shao, Qiang Chen, Han Wang
article en

Abstract

An enantioselective synthesis of axially chiral diaryl phenols containing sulfonamide groups has been achieved involving an electrophilic amination of 1,1'-biaryl-2,6-diols with N-sulfonyl quinone diimines, catalyzed by a chiral phosphoric acid. This atroposelective reaction offers a modular approach to enantiopure diaryl phenols, with good-to-excellent yields.

Chemistry - An Asian JournalVol. 20(12)
Changzhou University (CN)
Openalex Percentile: Top 96%
Axial and Atropisomeric Chirality Synthesis
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