ArticleAngewandte Chemie (International ed. in English)2022
Bioinspired Total Synthesis of Erectones A and B, and the Revised Structure of Hyperelodione D.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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8 citing papers in PubMed.
- Total synthesis of natural products facilitated by prins reaction: a review.RSC advances · 2026Review
- Characterization of the Cubamyces Menziesii Terpenome.Chembiochem : a European journal of chemical biology · 2025Article
- Identification of the lydiamycin biosynthetic gene cluster in a plant pathogen guides structural revision and identification of molecular target.Proceedings of the National Academy of Sciences of the United States of America · 2025Article
- Recent advancements in the chemistry of Diels-Alder reaction for total synthesis of natural products: a comprehensive review (2020-2023).RSC advances · 2025Review
- Total Synthesis of Strigolactones via Palladium-Catalyzed Cascade Carbonylative Carbocyclization of Enallenes.Organic letters · 2024Article
- Total Syntheses and Antibacterial Studies of Natural Isoflavones: Scandenone, Osajin, and 6,8-Diprenylgenistein.Molecules (Basel, Switzerland) · 2024Article
- Intramolecular Tricarbonyl-Ene Reactions and α-Hydroxy-β-Diketone Rearrangements Inspired by the Biosynthesis of Polycyclic Polyprenylated Acylphloroglucinols.Angewandte Chemie (International ed. in English) · 2022Article
- Bioinspired Total Synthesis of Erectones A and B, and the Revised Structure of Hyperelodione D.Angewandte Chemie (International ed. in English) · 2022Article
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Abstract
The field of biomimetic synthesis seeks to apply biosynthetic hypotheses to the efficient construction of complex natural products. This approach can also guide the revision of incorrectly assigned structures. Herein, we describe the evolution of a concise total synthesis and structural reassignment of hyperelodione D, a tetracyclic meroterpenoid derived from a Hypericum plant, alongside some biogenetically related natural products, erectones A and B. The key step in the synthesis of hyperelodione D forms six stereocentres and three rings in a bioinspired cascade reaction that features an intermolecular Diels-Alder reaction, an intramolecular Prins reaction and a terminating cycloetherification.
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