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dc.contributor.CRUESPUNIVERSIDADE DE ESTADUAL DE CAMPINASpt_BR
dc.typeArtigo de periódicopt_BR
dc.titleDiastereoselective Synthesis Of Cularine Alkaloids Via Enium Ions And An Easy Entry To Isoquinolines By Aza-wittig Electrocyclic Ring Closure.pt_BR
dc.contributor.authorRodrigues, J Augusto Rpt_BR
dc.contributor.authorAbramovitch, Rudolph Apt_BR
dc.contributor.authorde Sousa, Joana D Fpt_BR
dc.contributor.authorLeiva, Genaro Cpt_BR
unicamp.authorJ Augusto R Rodrigues, Universidade Estadual de Campinas, Instituto de Quimica, 13.083-970 Campinas, Brazil.pt_BR
unicamp.author.externalRudolph A Abramovitch,pt
unicamp.author.externalJoana D F de Sousa,pt
unicamp.author.externalGenaro C Leiva,pt
dc.subjectAcetatespt_BR
dc.subjectAlkaloidspt_BR
dc.subjectCationspt_BR
dc.subjectCyclizationpt_BR
dc.subjectFree Radicalspt_BR
dc.subjectIsoquinolinespt_BR
dc.subjectMethylationpt_BR
dc.subjectMolecular Structurept_BR
dc.subjectOxepinspt_BR
dc.subjectOxidation-reductionpt_BR
dc.subjectStereoisomerismpt_BR
dc.subjectTemperaturept_BR
dc.subjectTime Factorspt_BR
dc.description.abstractIn preliminary communications, we reported the diastereoselective synthesis of cularine and sarcocapnine via the intramolecular ring closure of nitrenium and oxenium ions, a new highly diastereoselective reductive methylation with (+)-8-phenylmenthyl chloroacetate followed by reduction with sodium borohydride, and a facile entry to the isoquinoline precursors by aza-Wittig electrocyclic ring closure. We now report the full details of the syntheses of (+)-O-demethylcularine, (+)-cularine, (+)-sarcocapnidine, (+)-sarcocapnine, and (+)-crassifoline and describe different methods of synthesis of their precursors.en
dc.relation.ispartofThe Journal Of Organic Chemistrypt_BR
dc.relation.ispartofabbreviationJ. Org. Chem.pt_BR
dc.date.issued2004-Aprpt_BR
dc.identifier.citationThe Journal Of Organic Chemistry. v. 69, n. 9, p. 2920-8, 2004-Apr.pt_BR
dc.language.isoengpt_BR
dc.description.volume69pt_BR
dc.description.firstpage2920-8pt_BR
dc.rightsfechadopt_BR
dc.sourcePubMedpt_BR
dc.identifier.issn0022-3263pt_BR
dc.identifier.doi10.1021/jo030287tpt_BR
dc.identifier.urlhttp://www.ncbi.nlm.nih.gov/pubmed/15104427pt_BR
dc.date.available2015-11-27T12:58:06Z-
dc.date.accessioned2015-11-27T12:58:06Z-
dc.description.provenanceMade available in DSpace on 2015-11-27T12:58:06Z (GMT). No. of bitstreams: 1 pmed_15104427.pdf: 296850 bytes, checksum: 9565543ea2f88c42579e689d3bf195da (MD5) Previous issue date: 2004en
dc.identifier.urihttp://repositorio.unicamp.br/jspui/handle/REPOSIP/195777-
dc.identifier.idPubmed15104427pt_BR
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