Deoxygenative Asymmetric Cyanation with P(OEt) <sub>3</sub> Employing Cooperative Photoredox Catalysis and Copper Catalysis

The merger of photoredox catalysis with asymmetric copper catalysis has been successfully achieved, enabling the conversion of simply preactivated achiral alcohols into enantiomerically enriched alkyl nitriles via deoxygenation with organophosphorus(III) compounds. The reaction features mild reaction conditions, a broad substrate scope, high yields, and high enantioselectivities. Moreover, the reaction can be scaled up to synthesize key chiral intermediates to bioactive compounds.

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Publication Details

Journal
Organic Letters
Published
2026-01-14
DOI
https://doi.org/10.1021/acs.orglett.5c05116
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Deoxygenative Asymmetric Cyanation with P(OEt) 3 Employing Cooperative Photoredox Catalysis and Copper Catalysis

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Organic Letters
Radical Photochemical Reactions
article

Deoxygenative Asymmetric Cyanation with P(OEt) 3 Employing Cooperative Photoredox Catalysis and Copper Catalysis

Xiang Yu, Xin Wen, Yuqing Shao, Guoyu Zhang, Hongzhou Yu, Mengru Niu, Fang Fang
article en

Abstract

The merger of photoredox catalysis with asymmetric copper catalysis has been successfully achieved, enabling the conversion of simply preactivated achiral alcohols into enantiomerically enriched alkyl nitriles via deoxygenation with organophosphorus(III) compounds. The reaction features mild reaction conditions, a broad substrate scope, high yields, and high enantioselectivities. Moreover, the reaction can be scaled up to synthesize key chiral intermediates to bioactive compounds.

Organic LettersVol. 28(4)
Anhui University of Traditional Chinese Medicine (CN)
Openalex Percentile: Top 88%
Radical Photochemical Reactions
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