Photoredox-catalyzed protecting-group-free C-glycosylation with glycosyl sulfinate via the Giese reaction

Taishi Miura; Makoto Yoritate; Go Hirai

doi:10.1039/d3cc02361c

Photoredox-catalyzed protecting-group-free C-glycosylation with glycosyl sulfinate via the Giese reaction

Taishi Miura, Makoto Yoritate, Go Hirai

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

C-Glycoside analogs of naturally occurring glycoconjugates are useful tools for chemical biology studies, but their synthesis usually requires protection of the hydroxyl groups of the glycosyl donors. Here we report protecting-group-free and photoredox-catalyzed C-glycosylation with glycosyl sulfinates and Michael acceptors via the Giese radical addition.

Original language	English
Pages (from-to)	8564-8567
Number of pages	4
Journal	Chemical Communications
Volume	59
Issue number	55
DOIs	https://doi.org/10.1039/d3cc02361c
Publication status	Published - Jun 13 2023

All Science Journal Classification (ASJC) codes

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d3cc02361c

Cite this

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abstract = "C-Glycoside analogs of naturally occurring glycoconjugates are useful tools for chemical biology studies, but their synthesis usually requires protection of the hydroxyl groups of the glycosyl donors. Here we report protecting-group-free and photoredox-catalyzed C-glycosylation with glycosyl sulfinates and Michael acceptors via the Giese radical addition.",

author = "Taishi Miura and Makoto Yoritate and Go Hirai",

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AU - Miura, Taishi

AU - Yoritate, Makoto

AU - Hirai, Go

PY - 2023/6/13

Y1 - 2023/6/13

N2 - C-Glycoside analogs of naturally occurring glycoconjugates are useful tools for chemical biology studies, but their synthesis usually requires protection of the hydroxyl groups of the glycosyl donors. Here we report protecting-group-free and photoredox-catalyzed C-glycosylation with glycosyl sulfinates and Michael acceptors via the Giese radical addition.

AB - C-Glycoside analogs of naturally occurring glycoconjugates are useful tools for chemical biology studies, but their synthesis usually requires protection of the hydroxyl groups of the glycosyl donors. Here we report protecting-group-free and photoredox-catalyzed C-glycosylation with glycosyl sulfinates and Michael acceptors via the Giese radical addition.

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Photoredox-catalyzed protecting-group-free C-glycosylation with glycosyl sulfinate via the Giese reaction

Abstract

All Science Journal Classification (ASJC) codes

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