ArticleRSC advances2016
Achmatowicz Reaction and its Application in the Syntheses of Bioactive Molecules.
Article in RSC advances, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
13 citing papers in PubMed.
- Tunable Sulfenylnitrenes Enable Scaffold Hopping of Furans Into N-Heterocycles.Angewandte Chemie (International ed. in English) · 2026Article
- Scaffold hopping of furans into 3-cyanopyridines.Nature communications · 2026Article
- Ru-Catalyzed Isomerization of Achmatowicz Derivatives: A Sustainable Route to Biorenewables and Bioactive Lactones.ACS catalysis · 2023Article
- Coding Synthetic Chemistry Strategies for Furan Valorization into Bacterial Designer Cells.ChemSusChem · 2023Article
- Modular synthesis of 2-furyl carbinols from 3-benzyldimethylsilylfurfural platforms relying on oxygen-assisted C-Si bond functionalization.Beilstein journal of organic chemistry · 2022Article
- Highly Diastereoselective Intramolecular Asymmetric Oxidopyrylium-olefin [5 + 2] Cycloaddition and Synthesis of 8-Oxabicyclo[3.2.1]oct-3-enone Containing Ring Systems.The Journal of organic chemistry · 2021Article
- Electrocatalytic synthesis of heterocycles from biomass-derived furfuryl alcohols.Nature communications · 2021Article
- Methanol-Driven Oxidative Rearrangement of Biogenic Furans - Enzyme Cascades vs. Photobiocatalysis.Frontiers in chemistry · 2021Article
- Copper-Catalyzed Stille Cross-Coupling Reaction and Application in the Synthesis of the Spliceostatin Core Structure.The Journal of organic chemistry · 2020Article
- Modular Approach to Degradable Acetal Polymers Using Cascade Enyne Metathesis Polymerization.Angewandte Chemie (International ed. in English) · 2019Article
- An Overview of Saturated Cyclic Ethers: Biological Profiles and Synthetic Strategies.Molecules (Basel, Switzerland) · 2019Review
- Enantioconvergent Biocatalytic Redox Isomerization.Angewandte Chemie (International ed. in English) · 2018Article
- Enantioselective total synthesis of decytospolide A and decytospolide B using an Achmatowicz reaction.Organic & biomolecular chemistry · 2018Article
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Authors and funding
2 authors.
Funding
Abstract
Substituted pyranones and tetrahydropyrans are structural subunits of many bioactive natural products. Considerable efforts are devoted toward the chemical synthesis of these natural products due to their therapeutic potential as well as low natural abundance. These embedded pyranones and tetrahydropyran structural motifs have been the subject of synthetic interest over the years. While there are methods available for the syntheses of these subunits, there are issues related to regio and stereochemical outcomes, as well as versatility and compatibility of reaction conditions and functional group tolerance. The Achmatowicz reaction, an oxidative ring enlargement of furyl alcohol, was developed in the 1970s. The reaction provides a unique entry to a variety of pyranone derivatives from functionalized furanyl alcohols. These pyranones provide convenient access to substituted tetrahydropyran derivatives. This review outlines general approaches to the synthesis of tetrahydropyrans, covering general mechanistic aspects of the Achmatowicz reaction or rearrangement with an overview of the reagents utilized for the Achmatowicz reaction. The review then focuses on the synthesis of functionalized tetrahydropyrans and pyranones and their applications in the synthesis of natural products and medicinal agents.
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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.