13C NMR-based empirical rules to determine the configuration of fatty acid butanolides. Novel ç-dilactones from Pterogorgia spp

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dc.contributor.authorLorenzo, Manuel
dc.contributor.authorBrito, Inmaculada
dc.contributor.authorCueto, Mercedes
dc.contributor.authorD'Croz, Luis
dc.contributor.authorDarias, Jose
dc.date.accessioned2012-08-08T12:40:39Z
dc.date.available2012-08-08T12:40:39Z
dc.date.issued2006
dc.description.abstractDiastereomeric ç-dilactones isolated from Pterogorgia spp allowed the establishment of 13C NMR-based empirical rules to determine the relative stereochemistry of 3-alkyl-4-hydroxy-5-methyl-2(5 H)-dihydrofuranones, ç-lactone moieties ubiquitous in many bioactive synthetic and natural products. An NMR-based method using Pirkle's reagent at low temperature allowed the absolute configuration of the naturally occurring dibutenolides to be unambiguously determined. A biogenetic pathway that involves oxidation of long-chain (C16:0 and C18:0) fatty acids is proposed.
dc.format.extent5001–5004
dc.identifier.citationLorenzo, Manuel, Brito, Inmaculada, Cueto, Mercedes, D'Croz, Luis, and Darias, Jose. 2006. "<a href="https://repository.si.edu/handle/10088/18716">13C NMR-based empirical rules to determine the configuration of fatty acid butanolides. Novel ç-dilactones from Pterogorgia spp</a>." <em>Organic letters</em>, 8, (22) 5001–5004. <a href="https://doi.org/10.1021/ol061572c">https://doi.org/10.1021/ol061572c</a>.
dc.identifier.urihttp://hdl.handle.net/10088/18716
dc.relation.ispartofOrganic letters 8 (22)
dc.title13C NMR-based empirical rules to determine the configuration of fatty acid butanolides. Novel ç-dilactones from Pterogorgia spp
dc.typearticle
sro.description.unitSTRI
sro.identifier.doi10.1021/ol061572c
sro.identifier.itemID110841
sro.identifier.refworksID55226
sro.identifier.urlhttps://repository.si.edu/handle/10088/18716

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