ArticleJournal of the American Chemical Society2022
Selective Axial-to-Equatorial Epimerization of Carbohydrates.
Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.
What it found
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Who cites it
30 citing papers in PubMed.
- Stereoselective Epimerization of 1,3-Diols Using a Chiral Hydrogen Atom Abstraction Catalyst.Journal of the American Chemical Society · 2026Article
- Data-Driven Approach to Understanding Tetrabutylammonium Decatungstate-Catalyzed C(spAngewandte Chemie (International ed. in English) · 2026Article
- Carbene-catalyzed site-selective sulfonylation and modular edition of monosaccharides for hydroxyl group stereoinversion and swapping.Nature communications · 2026Article
- Strategic Applications of Single-Atom Skeletal Editing in Natural Product Synthesis.Journal of the American Chemical Society · 2026Review
- Distance-Dependent, Rate-Accelerating and Diastereoselective Directing Effects in Decatungstate-Mediated Stereoediting Reactions.Journal of the American Chemical Society · 2026Article
- Overriding Stereochemical Outcomes in Cyclase Phase Total Synthesis: Enantioselective Synthesis of Habiterpenol and Dasyscyphin A.Journal of the American Chemical Society · 2026Article
- Photocatalytic Stereoselective Editing of Alkynes to 3D Molecules via Hydrogen Atom Transfer-Mediated Dynamic Epimerization.Nature communications · 2026Article
- Enantioselective Organocatalytic Desymmetric Acylation as an Access to Orthogonally ProtectedThe Journal of organic chemistry · 2026Article
- Single atom-cluster synergy in Ag catalysts enables chiral glyceric acid from biomass.Science advances · 2025Article
- Catalytic Strategies for Stereoselective Carbohydrate Synthesis: Emerging Concepts for Accessing Challenging Glycosides.Angewandte Chemie (International ed. in English) · 2025Review
- Electrochemical Ammoxidation of Unprotected Glycosides.ACS electrochemistry · 2025Article
- Kinetics, Thermodynamics, and Emergence in Stereoediting Reactions.Accounts of chemical research · 2025Article
- Dynamic Kinetic Asymmetric Hydroacylation: Racemization by Soft Enolization.Journal of the American Chemical Society · 2025Article
- Photocatalyzed Epimerization of Quaternary Stereocenters.Journal of the American Chemical Society · 2025Article
- Modular Synthesis of Dehydroprolines by an Energy-Transfer Enabled Cloke-Wilson Rearrangement.Angewandte Chemie (International ed. in English) · 2025Article
- Article
- Switchable Enantio- and Diastereoselective Michael Additions of β-Keto Amides to Nitroolefins: Crystallization-Based Inversion of Kinetic Stereocontrol.Organic letters · 2024Article
- The sugar cube: Network control and emergence in stereoediting reactions.Science (New York, N.Y.) · 2024Article
- Transformations of carbohydrate derivatives enabled by photocatalysis and visible light photochemistry.Chemical science · 2024Review
- Visible-Light-Mediated, Diastereoselective Epimerization of Exocyclic Amines.Organic letters · 2023Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Radical-mediated transformations have emerged as powerful methods for the synthesis of rare and unnatural branched, deoxygenated, and isomeric sugars. Here, we describe a radical-mediated axial-to-equatorial alcohol epimerization method to transform abundant glycans into rare isomers. The method delivers highly predictable and selective reaction outcomes that are complementary to other sugar isomerization methods. The synthetic utility of isomer interconversion is showcased through expedient glycan synthesis, including one-step glycodiversification. Mechanistic studies reveal that both site- and diastereoselectivities are achieved by highly selective H atom abstraction of equatorially disposed α-hydroxy C-H bonds.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.