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Title

Validating an endoperoxide as a key intermediate in the biosynthesis of elysiapyrones

AuthorsDíaz-Marrero, Ana R. CSIC ORCID; Cueto, Mercedes CSIC ORCID ; D'Croz, Luis; Darias, José CSIC
Issue Date24-Jan-2008
PublisherAmerican Chemical Society
CitationOrganic Letters 10(14): 3057-3060 (2008)
Abstract1−3 isolated from Elysia diomedea are described. Compound 1 is an endoperoxide derivative of elysiapyrone A. The biomimetic-type transformation of compound 1 to elysiapyrone A catalyzed by neutral base transformed the endoperoxide to a vicinal diepoxide, thus suggesting the endoperoxide as a key intermediate in the biosynthesis of elysiapyrone A. A biogenetic pathway for their formation involving a cycloaddition of singlet oxygen to a polypropionate alkenyl open chain is proposed.
Description4 pages, 5 figures.-- PMID: 18572945 [PubMed].-- Printed version published Jul 17, 2008.
Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol8010425
Publisher version (URL)http://dx.doi.org/10.1021/ol8010425
URIhttp://hdl.handle.net/10261/13499
DOI10.1021/ol8010425
ISSN1523-7060
Appears in Collections:(IPNA) Artículos

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