Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/15667

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dc.contributor.authorGarcía-Mera, Xerardo-
dc.contributor.authorRodríguez-Borges, José E.-
dc.contributor.authorVale, M. Luísa C.-
dc.contributor.authorAlves, M. José-
dc.date.accessioned2011-12-22T14:10:48Z-
dc.date.available2011-12-22T14:10:48Z-
dc.date.issued2011-
dc.identifier.issn0040-4020por
dc.identifier.urihttp://hdl.handle.net/1822/15667-
dc.description.abstractThe cycloaddition between protonated glyoxylate imines possessing two chiral auxiliaries, N-(S)- or N-(R)-1-phenylethyl and (-)-8-phenylmenthyl or (+)-8- phenylneomenthyl, and cyclopentadiene is described. The absolute configuration of all adducts formed was unequivocally assigned through NMR, specific optical rotation and X-ray data of appropriated derivatives. Experimental results confirm the highly exoselectivity for these aza-Diels–Alder reactions, single adducts being obtained from combinations of (8PM)-(R-PEA) and (8PNM)-(S-PEA).por
dc.description.sponsorshipThanks are due to Fundacao para a Ciencia e Tecnologia (FCT) for financial support given to Faculdade de Ciencias do Porto (project PTDC/QUI/67407/2006) and for financial support through the re-equipment program REDE/1517/RMN/2005.por
dc.language.isoengpor
dc.publisherPergamon-Elsevier Science Ltdpor
dc.relationinfo:eu-repo/grantAgreement/FCT/5876-PPCDTI/67407/PT-
dc.rightsopenAccesspor
dc.subjectAsymetric synthesispor
dc.subjectCycloadditionspor
dc.subjectAza-Diels-Alder reactionpor
dc.subjectInductionpor
dc.subjectChiral auxiliariespor
dc.titleHighly diastereoselective synthesis of 2-azabicyclo[2.2.1]hept-5-ene derivatives : bronsted acid catalized aza-diels-alder reaction between cyclopentadiene and imino-acetates with two chiral auxiliariespor
dc.typearticlepor
dc.peerreviewedyespor
sdum.publicationstatuspublishedpor
oaire.citationStartPage7162por
oaire.citationEndPage7172por
oaire.citationIssue37por
oaire.citationTitleTetrahedronpor
oaire.citationVolume67por
dc.identifier.doi10.1016/j.tet.2011.06.097por
dc.subject.wosScience & Technologypor
sdum.journalTetrahedronpor
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