Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/5010
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dc.contributor.authorPeixoto, Andreia F.-
dc.contributor.authorMelo, Daniela S. de-
dc.contributor.authorFernandes, Tânia F.-
dc.contributor.authorFonseca, Yuraima-
dc.contributor.authorGusevskaya, Elena V.-
dc.contributor.authorSilva, Artur M. S.-
dc.contributor.authorContreras, Ricardo R.-
dc.contributor.authorReyes, Marisela-
dc.contributor.authorUsubillaga, Alfredo-
dc.contributor.authorSantos, Eduardo N. dos-
dc.contributor.authorPereira, Mariette M.-
dc.contributor.authorBayón, J. Carles-
dc.date.accessioned2008-09-01T15:02:23Z-
dc.date.available2008-09-01T15:02:23Z-
dc.date.issued2008en_US
dc.identifier.citationApplied Catalysis A: General. 340:2 (2008) 212-219en_US
dc.identifier.urihttp://hdl.handle.net/10316/5010-
dc.description.abstractKaurenic and grandiflorenic acids are naturally occurring diterpenes whose biological activity has been described. Both acids contain an exocyclic methylenic double bond that allows further functionalization on their structure. In an attempt to expand the number of derivatives of these two natural products, we have undertaken a study on the hydroformylation of the methyl esters of the two acids and the trimethylsilyl ether of kaurenol. These substrates have been hydroformylated by using unmodified Rh catalysts, as well as Rh/PPh3 and Rh/tris-(o-t-butylphenyl)phosphite catalytic systems at 100 °C and 20 bar of CO/H2 (1:1). For the three substrates, the two Rh catalysts modified with P-donor ligands, produced high conversions and chemo- and regioselectivities in the diastereoisomeric pair of linear aldehydes. In all cases, the stereoselectivity observed is strongly dependent of the system used, being the most diastereoselective the least hindered unmodified Rh/CO catalyst. A correlation between the higher diastereoselectivity and the faster [beta]-elimination of the metal-alkyl intermediate observed in the unmodified system is discussed.en_US
dc.description.urihttp://www.sciencedirect.com/science/article/B6TF5-4RVMXFD-3/1/d27e671ad9e0b7fc325dfd0bdf413c76en_US
dc.format.mimetypeaplication/PDFen
dc.language.isoengeng
dc.rightsopenAccesseng
dc.subjectDiterpenesen_US
dc.subjectKauranesen_US
dc.subjectHydroformylationen_US
dc.subjectRhodiumen_US
dc.subjectPhosphiteen_US
dc.subjectPhosphineen_US
dc.titleRhodium catalyzed hydroformylation of kaurane derivatives: A route to new diterpenes with potential bioactivityen_US
dc.typearticleen_US
item.grantfulltextopen-
item.languageiso639-1en-
item.fulltextCom Texto completo-
crisitem.author.deptFaculdade de Ciências e Tecnologia, Universidade de Coimbra-
crisitem.author.parentdeptUniversidade de Coimbra-
crisitem.author.researchunitCoimbra Chemistry Center-
crisitem.author.orcid0000-0003-4958-7677-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
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