4.8 Article

Biomimetic synthesis and structural revision of (±)-tridachiahydropyrone

Journal

ORGANIC LETTERS
Volume 10, Issue 18, Pages 4025-4027

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol8015836

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Funding

  1. EPSRC
  2. University of Nottingham
  3. School of Chemistry NMR service
  4. EPSRC [EP/E026974/1] Funding Source: UKRI
  5. Engineering and Physical Sciences Research Council [EP/E026974/1] Funding Source: researchfish

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A short synthesis of the revised structure of the marine natural product tridachiahydropyrone is described. A novel biomimetic photochemical electrocyclization was employed to construct the bicyclic carbon framework from an open-chain polyene precursor. The spectroscopic data matched that of the isolated natural product, supporting a revised structure of this complex metabolite.

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