ArticleNature communications2025
Carbene-catalyzed chirality-controlled site-selective acylation of saccharides.
Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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The trial behind it
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Who cites it
5 citing papers in PubMed.
- Repurposing trifluoromethyl copper (III) complexes for difluoromethylation of saccharides and complex alcohols.Nature communications · 2026Article
- Sequential Regiodivergent Polyol Sulfonylation and Functionalization Enable Precise Engineering of Carbohydrates.JACS Au · 2026Article
- Enantioselective Organocatalytic Desymmetric Acylation as an Access to Orthogonally ProtectedThe Journal of organic chemistry · 2026Article
- Theoretical studies on anhydride dynamic covalent bond exchange mechanisms.Communications chemistry · 2025Article
- Carbene-Catalyzed Phthalide Ether Functionalization for Discovering Chiral Phytovirucide that Specifically Targets Viral Nia Protein to Inhibit Proliferation.Research (Washington, D.C.) · 2025Article
Corrections and comments
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Authors and funding
9 authors.
Funding
Abstract
Acylation stands as a fundamental process in both biological pathways and synthetic chemical reactions, with acylated saccharides and their derivatives holding diverse applications ranging from bioactive agents to synthetic building blocks. A longstanding objective in organic synthesis has been the site-selective acylation of saccharides without extensive pre-protection of alcohol units. In this study, we demonstrate that by simply altering the chirality of N-heterocyclic carbene (NHC) organic catalysts, the site-selectivity of saccharide acylation reactions can be effectively modulated. Our investigation reveals that this intriguing selectivity shift stems from a combination of factors, including chirality match/mismatch and inter- / intramolecular hydrogen bonding between the NHC catalyst and saccharide substrates. These findings provide valuable insights into catalyst design and reaction engineering, highlighting potential applications in glycoside analysis, such as fluorescent labelling, α/β identification, orthogonal reactions, and selective late-stage modifications.
Identifiers
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Registered trials
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