Photocatalytic Three-Component Glycosylation of Styrenes with Glycosyl Acids and Pyridines via Decarboxylation

Abstract C-Alkyl glycosides represent important pharmaceutical scaffolds; however, most methods require two-component reactions. We report a visible-light-mediated three-component tandem decarboxylative difunctionalization of glycosyl acids, styrenes, and cyanopyridines for one-step assembly of polysubstituted C-glycosides. The method tolerates various styrenes, protected monosaccharides, and pharmaceutically active fragments, and enables gram-scale preparation. Mechanistic studies confirm a glycosyl-radical tandem pathway. This study addresses a key gap in styrene-participating multicomponent sugar reactions, providing a concise strategy for C-glycoside synthesis.

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Publication Details

Journal
Organic Letters
Published
2026-09-29
DOI
https://doi.org/10.1021/acs.orglett.6c03933
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
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article

Photocatalytic Three-Component Glycosylation of Styrenes with Glycosyl Acids and Pyridines via Decarboxylation

Jin Yang, Yingsheng Zhao, Jingyi Guo, Xin Liu et al.
Organic Letters
Carbohydrate Chemistry and Synthesis
article

Photocatalytic Three-Component Glycosylation of Styrenes with Glycosyl Acids and Pyridines via Decarboxylation

Jin Yang, Yingsheng Zhao, Jingyi Guo, Xin Liu, Jingyu Zhang
article en

Abstract

Abstract C-Alkyl glycosides represent important pharmaceutical scaffolds; however, most methods require two-component reactions. We report a visible-light-mediated three-component tandem decarboxylative difunctionalization of glycosyl acids, styrenes, and cyanopyridines for one-step assembly of polysubstituted C-glycosides. The method tolerates various styrenes, protected monosaccharides, and pharmaceutically active fragments, and enables gram-scale preparation. Mechanistic studies confirm a glycosyl-radical tandem pathway. This study addresses a key gap in styrene-participating multicomponent sugar reactions, providing a concise strategy for C-glycoside synthesis.

Organic Letters
Soochow University (TW), Soochow University (CN)
Openalex Percentile: Top 22%
Carbohydrate Chemistry and Synthesis
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Photocatalytic Three-Component Glycosylation of Styrenes with Glycosyl Acids and Pyridines via Decarboxylation — Jin Yang, Yingsheng Zhao, et al. · Organic Letters (2026) | TGRS Research Map | TGRS