ArticleJournal of the American Chemical Society2017
Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Catalytic Strategies for Stereoselective Carbohydrate Synthesis: Emerging Concepts for Accessing Challenging Glycosides.Angewandte Chemie (International ed. in English) · 2025Review
- Article
- β-Selective 2-Deoxy- and 2,6-Dideoxyglucosylations Catalyzed by Bis-Thioureas.Journal of the American Chemical Society · 2024Article
- Harnessing Multistep Chalcogen Bonding Activation in the α-Stereoselective Synthesis of Iminoglycosides.Journal of the American Chemical Society · 2024Article
- A Cavity-Shaped Gold(I) Fragment Enables COInorganic chemistry · 2023Article
- Development of α-Selective Glycosylation with l-Oleandral and Its Application to the Total Synthesis of Oleandrin.Organic letters · 2023Article
- AuClOrganic letters · 2022Article
- Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.Chemical reviews · 2022Review
- P(v) intermediate-mediated E1cB elimination for the synthesis of glycals.Chemical science · 2022Article
- Recent Advances in Stereoselective ChemicalFrontiers in molecular biosciences · 2022Review
- A Palette of Minimally Tagged Sucrose Analogues for Real-Time Raman Imaging of Intracellular Plant Metabolism.Angewandte Chemie (International ed. in English) · 2021Article
- A Palette of Minimally Tagged Sucrose Analogues for Real-Time Raman Imaging of Intracellular Plant Metabolism.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2021Article
- Iridium-promoted deoxyglycoside synthesis: stereoselectivity and mechanistic insight.Chemical science · 2020Article
- Sugar-Pirating as an Enabling Platform for the Synthesis of 4,6-Dideoxyhexoses.Journal of the American Chemical Society · 2020Article
- Modular continuous flow synthesis of orthogonally protected 6-deoxy glucose glycals.Organic & biomolecular chemistry · 2020Article
- Reagent-Controlled α-Selective Dehydrative Glycosylation of 2,6-Dideoxy Sugars: Construction of the Arugomycin Tetrasaccharide.Organic letters · 2020Article
- Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits SJournal of the American Chemical Society · 2019Article
- Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy Sugars: Construction of the Saquayamycin Z Pentasaccharide.Organic letters · 2019Article
- Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(CThe Journal of organic chemistry · 2019Article
- Methods for 2-Deoxyglycoside Synthesis.Chemical reviews · 2018Review
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Au(I) in combination with AgOTf enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalyzed hydrofunctionalization of the enol ether glycoside. The room temperature reaction is high yielding and amenable to a wide range of glycal donors and OH nucleophiles.
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