Rhodium-Catalyzed Atroposelective Hydroarylation of Alkynes with Biarylhemiboronic Esters for Biaryl Atropisomer Synthesis

Atroposelective hydroarylation of alkynes with biarylhemiboronic esters under rhodium catalysis is reported. The reaction features high yields, good enantioselectivities, and a broad substrate scope, thus providing a useful method to synthesize axially chiral biaryl architectures. Mechanistic studies reveal that the enantioselectivity is determined by an unusual dynamic kinetic atroposelective insertion step.

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Publication Details

Journal
Organic Letters
Published
2025-10-21
DOI
https://doi.org/10.1021/acs.orglett.5c03958
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
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article

Rhodium-Catalyzed Atroposelective Hydroarylation of Alkynes with Biarylhemiboronic Esters for Biaryl Atropisomer Synthesis

Xiaowei Dou, Junhao Xing, Meng Rong, Jin Yang et al.
Organic Letters
Axial and Atropisomeric Chirality Synthesis
article

Rhodium-Catalyzed Atroposelective Hydroarylation of Alkynes with Biarylhemiboronic Esters for Biaryl Atropisomer Synthesis

Xiaowei Dou, Junhao Xing, Meng Rong, Jin Yang, Changhui Wu, Xiaoyuan Zhang
article en

Abstract

Atroposelective hydroarylation of alkynes with biarylhemiboronic esters under rhodium catalysis is reported. The reaction features high yields, good enantioselectivities, and a broad substrate scope, thus providing a useful method to synthesize axially chiral biaryl architectures. Mechanistic studies reveal that the enantioselectivity is determined by an unusual dynamic kinetic atroposelective insertion step.

Organic LettersVol. 27(43)
China Pharmaceutical University (CN)
Openalex Percentile: Top 77%
Axial and Atropisomeric Chirality Synthesis
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Rhodium-Catalyzed Atroposelective Hydroarylation of Alkynes with Biarylhemiboronic Esters for Biaryl Atropisomer Synthesis — Xiaowei Dou, Junhao Xing, et al. · Organic Letters (2025) | TGRS Research Map | TGRS