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Stereoselective synthesis of 8,9-licarinediols

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dc.contributor.authorNascimento, I. R.
dc.contributor.authorLopes, LMX
dc.contributor.authorDavin, L. B.
dc.contributor.authorLewis, N. G.
dc.contributor.institutionWashington State Univ
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T15:22:15Z
dc.date.available2014-05-20T15:22:15Z
dc.date.issued2000-11-17
dc.description.abstractThe total synthesis of 8,9-licarinediols was selectively carried out from licarin A, previously obtained by oxidative coupling of (E)-isoeugenol. The corresponding enantiomerically pure (+)- and(-)-licarin A ester derivatives were subjected to Sharpless oxidation to yield the asymmetric C-8, C-9 dihydroxylation products, whose absolute configurations were established by means of the CD and NMR spectroscopic analyses of their Mosher ester derivatives. (C) 2000 Elsevier B.V. Ltd. All rights reserved.en
dc.description.affiliationWashington State Univ, Inst Biol Chem, Pullman, WA 99164 USA
dc.description.affiliationUniv Estadual Paulista, Inst Quim, BR-14800900 São Paulo, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Inst Quim, BR-14800900 São Paulo, Brazil
dc.format.extent9181-9193
dc.identifierhttp://dx.doi.org/10.1016/S0040-4020(00)00873-5
dc.identifier.citationTetrahedron. Oxford: Pergamon-Elsevier B.V., v. 56, n. 47, p. 9181-9193, 2000.
dc.identifier.doi10.1016/S0040-4020(00)00873-5
dc.identifier.issn0040-4020
dc.identifier.urihttp://hdl.handle.net/11449/33255
dc.identifier.wosWOS:000165397500002
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofTetrahedron
dc.relation.ispartofjcr2.377
dc.relation.ispartofsjr0,800
dc.rights.accessRightsAcesso restritopt
dc.sourceWeb of Science
dc.subjectlicarinediolspt
dc.subject2,3-dihydrobenzofuran lignans liganspt
dc.subjectlicarin Apt
dc.subjectsynthesispt
dc.subjectchiral separationspt
dc.subjectMosher esterspt
dc.titleStereoselective synthesis of 8,9-licarinediolsen
dc.typeArtigopt
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.
dspace.entity.typePublication
relation.isOrgUnitOfPublicationbc74a1ce-4c4c-4dad-8378-83962d76c4fd
relation.isOrgUnitOfPublication.latestForDiscoverybc74a1ce-4c4c-4dad-8378-83962d76c4fd
unesp.campusUniversidade Estadual Paulista (UNESP), Instituto de Química, Araraquarapt

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