Photoredox mediated one-step syntheses of aryl <i>C</i>-glycosides from unprotected glycosyl sulfinates

Unprotected glycosyl sulfinates undergo Ni-mediated cross coupling with a range of aryl iodides and bromides under photoredox conditions to yield aryl <i>C</i>-glycosides, predominantly as the β-anomers. Thioglycoside formation is occasionally observed as a competitive side reaction.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc03316k
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87
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article

Photoredox mediated one-step syntheses of aryl C-glycosides from unprotected glycosyl sulfinates

Antony J. Fairbanks, Ranadeep Talukdar
2 citations
Chemical Communications
Sulfur-Based Synthesis Techniques
1.87
article

Photoredox mediated one-step syntheses of aryl C-glycosides from unprotected glycosyl sulfinates

Antony J. Fairbanks, Ranadeep Talukdar
article en
2 citations

Abstract

Unprotected glycosyl sulfinates undergo Ni-mediated cross coupling with a range of aryl iodides and bromides under photoredox conditions to yield aryl <i>C</i>-glycosides, predominantly as the β-anomers. Thioglycoside formation is occasionally observed as a competitive side reaction.

Chemical CommunicationsVol. 61(78)
University of Canterbury (NZ)
Openalex Percentile: Top 14%
Sulfur-Based Synthesis Techniques
1.87
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Photoredox mediated one-step syntheses of aryl <i>C</i>-glycosides from unprotected glycosyl sulfinates — Antony J. Fairbanks, Ranadeep Talukdar · Chemical Communications (2025) | TGRS Research Map | TGRS