ArticleAngewandte Chemie (International ed. in English)2019
Phenanthroline-Catalyzed Stereoretentive Glycosylations.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 35 papers.
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Who cites it
35 citing papers in PubMed.
- Stereoselectivity of Galactosylation Reactions In Vacuo.Journal of the American Chemical Society · 2026Article
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- Stereospecific Synthesis of 2-Deoxy-2-fluoroglycosides via SCCS chemistry · 2026Article
- Development, Scope, and Catalyst Selection in Boron-Catalyzed Iterative Glycosylation.Journal of the American Chemical Society · 2025Article
- Catalytic Strategies for Stereoselective Carbohydrate Synthesis: Emerging Concepts for Accessing Challenging Glycosides.Angewandte Chemie (International ed. in English) · 2025Review
- Microwave-Assisted Neutral Glycosylation Reactions in the Absence of Reagent Activators.Molecules (Basel, Switzerland) · 2025Article
- Iron-Catalyzed Stereoselective Nitrogen Atom Transfer for 1,2-Synlett : accounts and rapid communications in synthetic organic chemistry · 2025Article
- A broadly applicable stereospecific glycosylation.Nature synthesis · 2025Article
- Article
- Isothiourea - catalyzed α-selective glycosylations.Chemical communications (Cambridge, England) · 2025Article
- Cooperative Catalysis in StereoselectiveJournal of the American Chemical Society · 2024Article
- Stereoselective Glycosylation for 1,2-Journal of the American Chemical Society · 2024Article
- Efficient synthesis of novel phenanthroline-dimedone derivatives using Pd@HQBI-SPION as a versatile palladium-immobilized catalyst.Scientific reports · 2024Article
- A Ligand-Controlled Approach Enabling Gold(I)-Catalyzed Stereoinvertive Glycosylation with Primal GlycosylJournal of the American Chemical Society · 2024Article
- Development of a Cryogenic Flow Reactor to Optimize Glycosylation Reactions Based on the Active Donor Intermediate.Organic process research & development · 2024Article
- Unraveling the promoter effect and the roles of counterion exchange in glycosylation reaction.Science advances · 2023Article
- Stereoselective glycosylation reactions with 2-deoxyglucose: a computational study of some catalysts.Computational & theoretical chemistry · 2023Article
- Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.Chemical reviews · 2022Review
- Influence of 3-Thio Substituents on Benzylidene-Directed Mannosylation. Isolation of a Bridged Pyridinium Ion and Effects of 3-European journal of organic chemistry · 2022Article
- Stereoselective 1,2-Journal of the American Chemical Society · 2022Article
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6 authors.
Funding
Abstract
Carbohydrates are essential moieties of many bioactive molecules in nature. However, efforts to elucidate their modes of action are often impeded by limitations in synthetic access to well-defined oligosaccharides. Most of the current methods rely on the design of specialized coupling partners to control selectivity during the formation of glycosidic bonds. Reported herein is the use of a commercially available phenanthroline to catalyze stereoretentive glycosylation with glycosyl bromides. The method provides efficient access to α-1,2-cis glycosides. This protocol has been performed for the large-scale synthesis of an octasaccharide adjuvant. Density-functional theory calculations, together with kinetic studies, suggest that the reaction proceeds by a double S
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