Enantioselective Decarboxylative Hydrogen-Atom Transfer Reaction

Direct enantioselective decarboxylative transformations of carboxylic acids have become powerful tools for constructing structurally and functionally diverse molecules. Herein, an unprecedented organocatalyzed protocol for enantioconvergent decarboxylative reduction was established by leveraging dual catalysis of photoredox-mediated radical generation and a thiol-catalyzed asymmetric hydrogen-atom transfer process. With this hydrodecarboxylation, a variety of chiral 3-substituted indolines were attained from the acids in moderate to excellent yields with high enantioselectivities.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-02-06
DOI
https://doi.org/10.1021/jacs.4c18464
Citations
12
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
6.45

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article

Enantioselective Decarboxylative Hydrogen-Atom Transfer Reaction

Kaiwu Dong, Chaoren Shen, Y.-R. Xu
12 citations
Journal of the American Chemical Society
Asymmetric Hydrogenation and Catalysis
6.45
article

Enantioselective Decarboxylative Hydrogen-Atom Transfer Reaction

Kaiwu Dong, Chaoren Shen, Y.-R. Xu
article en
12 citations

Abstract

Direct enantioselective decarboxylative transformations of carboxylic acids have become powerful tools for constructing structurally and functionally diverse molecules. Herein, an unprecedented organocatalyzed protocol for enantioconvergent decarboxylative reduction was established by leveraging dual catalysis of photoredox-mediated radical generation and a thiol-catalyzed asymmetric hydrogen-atom transfer process. With this hydrodecarboxylation, a variety of chiral 3-substituted indolines were attained from the acids in moderate to excellent yields with high enantioselectivities.

Journal of the American Chemical SocietyVol. 147(7)
Green Chemistry (PL), State Key Laboratory of Chemical Engineering (CN), East China Normal University (CN)
National Natural Science Foundation of China, Shanghai Municipal Education Commission, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 3%
Asymmetric Hydrogenation and Catalysis
6.45
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