Enantioselective Synthesis of Chiral Triarylmethanes via Cu-Catalyzed Desymmetric Acyloxylation of Cyclic Non-coordinating Diaryliodoniums

Enantioselective Cu-catalyzed acyloxylations of six-membered cyclic non-coordinating diaryliodonium salts with carboxylic acids were present. The reaction displays a wide substrate scope and broad functional group tolerance under mild reactions. Control experiments demonstrated that the reaction worked with diaryliodonium salts prior to anion exchangement, and steric interaction between the substrate and Cu catalysis determined the stereoinduction. Late-stage functionalization and further synthetic transformation produced structurally diverse multi-<i>ortho</i>-substituted triarylmethane scaffolds that are hardly accessed with other synthetic approaches.

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Publication Details

Journal
Organic Letters
Published
2025-06-18
DOI
https://doi.org/10.1021/acs.orglett.5c01823
Citations
1
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.94

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article

Enantioselective Synthesis of Chiral Triarylmethanes via Cu-Catalyzed Desymmetric Acyloxylation of Cyclic Non-coordinating Diaryliodoniums

Chao Fu, Li Wan, Xinhua Liu, Yazhou Lou et al.
1 citations
Organic Letters
Synthesis of Indole Derivatives
0.94
article

Enantioselective Synthesis of Chiral Triarylmethanes via Cu-Catalyzed Desymmetric Acyloxylation of Cyclic Non-coordinating Diaryliodoniums

Chao Fu, Li Wan, Xinhua Liu, Yazhou Lou, Jia‐Xing Jiang, Jinlong Wang, Xing Chen, Jingbo Shi, Jingxia Zheng
article en
1 citations

Abstract

Enantioselective Cu-catalyzed acyloxylations of six-membered cyclic non-coordinating diaryliodonium salts with carboxylic acids were present. The reaction displays a wide substrate scope and broad functional group tolerance under mild reactions. Control experiments demonstrated that the reaction worked with diaryliodonium salts prior to anion exchangement, and steric interaction between the substrate and Cu catalysis determined the stereoinduction. Late-stage functionalization and further synthetic transformation produced structurally diverse multi-<i>ortho</i>-substituted triarylmethane scaffolds that are hardly accessed with other synthetic approaches.

Organic LettersVol. 27(26)
Anhui Medical University (CN)
Anhui Medical University, University Natural Science Research Project of Anhui Province
Openalex Percentile: Top 25%
Synthesis of Indole Derivatives
0.94
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