ArticleJournal of the American Chemical Society2025
Biomimetic Synthesis of Azorellolide via Cyclopropylcarbinyl Cation Chemistry.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Decoding skeletal diversity and complexity: A biomimetic and photochemical remodeling strategy.Science advances · 2026Article
- Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis.Beilstein journal of organic chemistry · 2026Review
- One-Step Biomimetic Synthesis of the Alkaloids Karachine, Valachine, and Sinometumine E.Organic letters · 2025Article
- Quaternary Carbon as a Locus for Skeletal Disconnection. Total Synthesis of (±)-Tubingensin A Featuring Assembly of the Backbone Stereotriad Using aJournal of the American Chemical Society · 2025Article
- Formally Stereoretentive SJournal of the American Chemical Society · 2025Article
- Studies toward the synthesis of yaretol: an unexpected rearrangement en route to the tricyclic core.Tetrahedron · 2025Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A concise synthesis of the complex diterpene azorellolide, inspired by speculations on biosynthetic cationic cascades, is presented. The approach, guided by computation, relies on the intramolecular interception of a cyclopropylcarbinyl cation by an appended carboxylate. The successful execution of this strategy was achieved through acid-catalyzed isomerization of a β-lactone in competition with a type I dyotropic rearrangement.
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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.