Stereoselective Synthesis of 2-Deoxyglycosides: An Efficient Protocol for Alcohol Deoxygenation

A robust deoxygenation of glycosides to α/β-2-deoxyglycosides is achieved via photocatalytic reductive benzoate cleavage. This operationally simple method features broad functional group tolerance, applying to diverse mono/disaccharide substrates in moderate yields, and is scalable to 5 mmol, offering a practical and efficient synthesis route.

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Publication Details

Journal
Organic Letters
Published
2025-11-04
DOI
https://doi.org/10.1021/acs.orglett.5c04094
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
0.00
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article

Stereoselective Synthesis of 2-Deoxyglycosides: An Efficient Protocol for Alcohol Deoxygenation

Jie Wu, Ying-Wei Wang, Xing-Yong Liang, Lei Wang et al.
Organic Letters
Carbohydrate Chemistry and Synthesis
article

Stereoselective Synthesis of 2-Deoxyglycosides: An Efficient Protocol for Alcohol Deoxygenation

Jie Wu, Ying-Wei Wang, Xing-Yong Liang, Lei Wang, Wenqi Zhang, Lu Peng, Xiaonan Liu, Qiang Wang
article en

Abstract

A robust deoxygenation of glycosides to α/β-2-deoxyglycosides is achieved via photocatalytic reductive benzoate cleavage. This operationally simple method features broad functional group tolerance, applying to diverse mono/disaccharide substrates in moderate yields, and is scalable to 5 mmol, offering a practical and efficient synthesis route.

Organic LettersVol. 27(45)
Sichuan University of Science and Engineering (CN)
Openalex Percentile: Top 75%
Carbohydrate Chemistry and Synthesis
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