ArticleChemical science2015
Unified total synthesis of the natural products endiandric acid A, kingianic acid E, and kingianins A, D, and F.
Article in Chemical science, 2015. 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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Who cites it
8 citing papers in PubMed.
- Rh-Catalyzed Cycloaddition Cascade of Allenynes and Maleimides: A Powerful Strategy for Constructing Complex Pentacyclic Structures with a Bicyclo[2.2.2]octene Core.Organic letters · 2026Article
- A computational investigation towards substitution effects on 8π electrocyclisation of conjugated 1,3,5,7-octatetraenes.RSC advances · 2023Article
- Biosynthesis of Polycyclic Natural Products from Conjugated Polyenes via Tandem Isomerization and Pericyclic Reactions.Journal of the American Chemical Society · 2023Article
- Stereoselective [2+2]-Cycloadditions of chiral allenic ketones and alkenes: Applications towards the synthesis of benzocyclobutenes and endiandric acids.Tetrahedron · 2022Article
- Bioinspired Asymmetric Total Synthesis of Emeriones A-C.Angewandte Chemie (International ed. in English) · 2022Article
- Total Synthesis and Prediction of Ulodione Natural Products Guided by DFT Calculations.Angewandte Chemie (International ed. in English) · 2022Article
- Total synthesis of endiandric acid J and beilcyclone A from cyclooctatetraene.Chemical science · 2020Article
- Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis.Chemical reviews · 2016Review
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Authors and funding
3 authors.
Funding
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Abstract
A measure of the strength of a synthetic strategy is its versatility: specifically, whether it allows structurally distinct targets to be prepared. Herein we disclose a unified approach for the total synthesis of natural products of three distinct structural types, all of which occur naturally as racemic mixtures. The point of divergence involves the terminal alkylation of a conjugated tetrayne, and culminates in a significantly shortened synthesis of endiandric acid A (8 steps), the first total synthesis of kingianic acid E (8 steps), and a second-generation synthesis of kingianins A, D, and F (11 steps). Evidence for redox catalysis in the biosynthesis of kingianic acid E is presented.
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