ArticleJournal of the American Chemical Society2019
A Biomimetic Synthesis Elucidates the Origin of Preuisolactone A.
Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Decoding skeletal diversity and complexity: A biomimetic and photochemical remodeling strategy.Science advances · 2026Article
- Total Synthesis of Ussuriedine via a Late-Stage Stevens Rearrangement: Implications for Biosynthesis.Journal of the American Chemical Society · 2026Article
- An Unorthodox Enolate-Triggered Radical Relay Directs the Chemo Upgrading of Levulinic Acid Into Citramalic Acid.ChemSusChem · 2026Article
- Chemically guided single-cell transcriptomics reveals sulfotransferase-mediated scaffold remodeling in securinine biosynthesis.Nature communications · 2026Article
- Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis.Beilstein journal of organic chemistry · 2026Review
- Divergent synthesis of Haplomitrium diterpenoids via a late-stage biomimetic skeletal reorganization approach.Nature communications · 2025Article
- Synthesis and biological evaluation of cleistocaltone A, an inhibitor of respiratory syncytial virus (RSV).Chemical science · 2024Article
- Recent Developments and Applications of Biocatalytic and Chemoenzymatic Synthesis for the Generation of Diverse Classes of Drugs.Current pharmaceutical biotechnology · 2024Article
- Natural Product Synthesis: The Endless Quest for Unreachable Perfection.ACS organic & inorganic Au · 2023Review
- Recent Advances in Biocatalysis for Drug Synthesis.Biomedicines · 2022Review
- Natural product anticipation through synthesis.Nature reviews. Chemistry · 2022Article
- Cloning and Functional Characterization of the Polyketide Synthases Based on Genome Mining ofFrontiers in microbiology · 2022Article
- Stereoselective Synthesis of Cyclobutanes by Contraction of Pyrrolidines.Journal of the American Chemical Society · 2021Article
- Early Oxidative Transformations During the Biosynthesis of Terrein and Related Natural Products.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Computational Exploration of the Mechanism of Critical Steps in the Biomimetic Synthesis of Preuisolactone A, and Discovery of New Ambimodal (5 + 2)/(4 + 2) Cycloadditions.Journal of the American Chemical Society · 2021Article
- Natural Product Synthesis Enabled by Domino Processes Incorporating a 1,2-Rearrangement Step.ACS central science · 2021Review
- Total Synthesis of (-)-Mitrephorone A Enabled by Stereoselective Nitrile Oxide Cycloaddition and Tetrasubstituted Olefin Synthesis.Journal of the American Chemical Society · 2020Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
A short, biomimetic synthesis of the fungal metabolite preuisolactone A is described. Its key steps are a purpurogallin-type (5 + 2)-cycloaddition, followed by fragmentation, vinylogous aldol addition, oxidative lactonization, and a final benzilic acid rearrangement. Our work explains why preuisolactone A has been isolated as a racemate and suggests that the natural product is not a sesquiterpenoid but a phenolic polyketide.
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Registered trials
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