Biomimetic synthesis and structural revision of (+/-)-tridachiahydropyrone

Sharma, P., Griffiths, N., Moses, J. E. (September 2008) Biomimetic synthesis and structural revision of (+/-)-tridachiahydropyrone. Org Lett, 10 (18). pp. 4025-7. ISSN 1523-7052

DOI: 10.1021/ol8015836


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.

Item Type: Paper
Additional Information: Organic letters
Uncontrolled Keywords: Animals Biological Products/chemical synthesis/chemistry *Biomimetics Cyclization Gastropoda/chemistry Photochemistry Pyrones/*chemical synthesis/chemistry Stereoisomerism
CSHL Authors:
Communities: CSHL labs > Moses lab
Depositing User: Matthew Dunn
Date: 18 September 2008
Date Deposited: 19 Apr 2021 20:04
Last Modified: 19 Apr 2021 20:04
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