ArticleEuropean journal of organic chemistry2018
Pre-activation Based Stereoselective Glycosylations.
Article in European journal of organic chemistry, 2018. 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.
- Comprehensive synthesis and anticoagulant evaluation of a diverse fucoidan library.Nature communications · 2025Article
- Structural analysis of stereoselective galactose pyruvylation toward the synthesis of bacterial capsular polysaccharides.Beilstein journal of organic chemistry · 2025Article
- Article
- Use of Novel Homochiral Thioureas Camphor Derived as Asymmetric Organocatalysts in the Stereoselective Formation of Glycosidic Bonds.Molecules (Basel, Switzerland) · 2024Article
- Recent Advances in Stereoselective ChemicalFrontiers in molecular biosciences · 2022Review
- Ferrocenium complex aidedRSC advances · 2021Article
- A Streamlined Regenerative Glycosylation Reaction: Direct, Acid-Free Activation of Thioglycosides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Mechanisms of Stereodirecting Participation and Ester Migration from Near and Far in Glycosylation and Related Reactions.Chemical reviews · 2020Article
- The Cyclic Nitronate Route to Pharmaceutical Molecules: Synthesis of GSK's Potent PDE4 Inhibitor as a Case Study.Molecules (Basel, Switzerland) · 2020Article
- Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase fromJournal of microbiology and biotechnology · 2020Article
- Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.Chemical reviews · 2018Review
- Highly reactive 2-deoxy-2-iodo-d-RSC advances · 2018Article
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Authors and funding
4 authors.
Funding
Abstract
Due to the wide presence of carbohydrates in nature and their crucial roles in numerous important biological processes, oligosaccharides have attracted a lot of attention in synthetic organic chemistry community. Many innovative synthetic methods have been developed for oligosaccharide synthesis, among which the pre-activation based glycosylation is particularly noteworthy. Traditionally, glycosylation reactions are carried out when the glycosyl donor and the acceptor are both present when the promoter is added. In comparison, the pre-activation based glycosylation is unique, where the glycosyl donor is activated by the promoter in the absence of the acceptor. Upon complete donor activation, the acceptor is added to the reaction mixture enabling glycosylation. The key step in any oligosaccharide synthesis is the stereoselective formation of the glycosidic bond. As donor activation and acceptor glycosylation are temporally separated, pre-activation based glycosylation can bestow unique stereochemical control. This review systematically discusses factors impacting the stereochemical outcome of a pre-activation based glycosylation reaction including substituents on the glycosyl donor, reaction solvent, and additives. Applications of pre-activation based stereoselective glycosylation in assembly of complex oligosaccharides are also discussed.
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Registered trials
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