ArticleJournal of the American Chemical Society2017
Biomimetic Total Synthesis of (±)-Griffipavixanthone via a Cationic Cycloaddition-Cyclization Cascade.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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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
7 citing papers in PubMed.
- Substrate- and Reagent-Controlled Dimerization of VinylThe Journal of organic chemistry · 2025Article
- An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.Natural product reports · 2021Review
- Electrophilic Reactivities of VinylOrganic letters · 2020Article
- ChemoenzymaticJournal of the American Chemical Society · 2019Article
- Gold(I)-Mediated Cycloisomerization/Cycloaddition Enables Bioinspired Syntheses of Neonectrolides B-E and Analogues.Journal of the American Chemical Society · 2019Article
- Synthesis of 6,12-Disubstituted Methanodibenzo[Molecules (Basel, Switzerland) · 2019Article
- Asymmetric Synthesis of Griffipavixanthone Employing a Chiral Phosphoric Acid-Catalyzed Cycloaddition.Journal of the American Chemical Society · 2019Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
We report the concise, biomimetic total synthesis of the dimeric, Diels-Alder natural product griffipavixanthone from a readily accessible prenylated xanthone monomer. The key step utilizes a novel intermolecular [4+2] cycloaddition-cyclization cascade between a vinyl p-quinone methide and an in situ generated isomeric diene promoted by either Lewis or Brønsted acids. Experimental and computational studies of the reaction pathway suggest that a stepwise, cationic Diels-Alder cycloaddition is operative.
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Registered trials
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