ArticleOrganic letters2021
Light-Mediated Cross-Coupling of Anomeric Trifluoroborates.
Article in Organic letters, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Total Synthesis of Benthol A: Evidence for a Structure Revision.Journal of the American Chemical Society · 2026Article
- Article
- Ligand-enabled next-generation glycosyl Stille cross-coupling for the stereospecific synthesis of sterically hindered aryl C-glycosides.Nature communications · 2026Article
- Direct deoxygenative arylation of saccharides via phosphorus-assisted C-OH bond activation.Nature communications · 2025Article
- Exploring the Chemistry and Applications of Thio-, Seleno-, and Tellurosugars.Molecules (Basel, Switzerland) · 2025Review
- Regiodivergent Functionalization of Protected and Unprotected Carbohydrates using Photoactive 4-Tetrafluoropyridinylthio Fragment as an Adaptive Activating Group.Angewandte Chemie (International ed. in English) · 2024Article
- Diverse Synthesis of C-Glycosides by Stereoselective Ni-Catalyzed Carboboration of Glycals.Journal of the American Chemical Society · 2024Article
- Transformations of carbohydrate derivatives enabled by photocatalysis and visible light photochemistry.Chemical science · 2024Review
- Desulfurative Borylation of Small Molecules, Peptides, and Proteins.Journal of the American Chemical Society · 2023Article
- Stereoselective alkylChemical science · 2023Article
- C-H Glycosylation of Native Carboxylic Acids: Discovery of Antidiabetic SGLT-2 Inhibitors.ACS central science · 2023Article
- Light-Mediated Cross-Coupling of Anomeric Trifluoroborates.Organic letters · 2021Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Stereoselective reactions at the anomeric carbon constitute the cornerstone of preparative carbohydrate chemistry. Here, we report stereoselective C-arylation and etherification reactions of anomeric trifluoroborates derived from BMIDA esters. These reactions are characterized by high anomeric selectivities for 2-deoxysugars and broad substrate scope (24 examples), including disaccharides and trifluoroborates with free hydroxyl groups. Taken together, this new class of carbohydrate reagents adds the palette of anomeric nucleophile reagents suitable for efficient installation of C-C bonds.
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