Lewis-acid catalyzed N-acyliminium ion cyclodimerization: synthesis of symmetrical 1,4-dioxanes

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dc.contributor.authorAli, Bakhat
dc.contributor.authorZukerman-Schpector, Julio
dc.contributor.authorFerreira, Fernando P. [UNIFESP]
dc.contributor.authorShamim, Anwar
dc.contributor.authorPimenta, Daniel C.
dc.contributor.authorStefani, Helici A.
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal de São Carlos (UFSCar)
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionInst Butantan
dc.date.accessioned2016-01-24T14:40:05Z
dc.date.available2016-01-24T14:40:05Z
dc.date.issued2015-02-25
dc.description.abstractThe cyclodimerization reaction of N-substituted-5-hydroxy-pyrrolydinones promoted by BF3 center dot Et2O and HCl to obtain symmetrical 1,4-dioxane derivatives was achieved in moderate to good yields, mild conditions, and short reaction times. These transformations render a promising alternative route that provides access to diverse 1,4-dioxane derivatives with a wide structural diversity. (C) 2015 Elsevier B.V. All rights reserved.en
dc.description.affiliationUniv São Paulo, Fac Ciencias Farmaceut, Dept Farm, São Paulo, SP, Brazil
dc.description.affiliationUniv Fed Sao Carlos, Dept Quim, BR-13560 Sao Carlos, SP, Brazil
dc.description.affiliationUniversidade Federal de São Paulo, Dept Biofis, São Paulo, SP, Brazil
dc.description.affiliationUniv São Paulo, Inst Quim, São Paulo, SP, Brazil
dc.description.affiliationInst Butantan, São Paulo, SP, Brazil
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Dept Biofis, São Paulo, SP, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipFINEP
dc.description.sponsorshipIDFAPESP: 2012/00424-2
dc.description.sponsorshipIDFAPESP: 2011/11499-0
dc.description.sponsorshipIDFAPESP: -2012/17954-4
dc.description.sponsorshipIDCNPq: 308.320/2010-7
dc.description.sponsorshipIDCNPq: 305626/2013-2
dc.description.sponsorshipIDFINEP: 01.09.0278.04
dc.format.extent1153-1158
dc.identifierhttp://dx.doi.org/10.1016/j.tetlet.2015.01.059
dc.identifier.citationTetrahedron Letters. Oxford: Pergamon-Elsevier B.V., v. 56, n. 9, p. 1153-1158, 2015.
dc.identifier.doi10.1016/j.tetlet.2015.01.059
dc.identifier.issn0040-4039
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/38774
dc.identifier.wosWOS:000350087800027
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofTetrahedron Letters
dc.rightsAcesso restrito
dc.rights.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.subjectAminesen
dc.subjectN-Acyliminiumen
dc.subjectAcid catalysisen
dc.subjectCyclodimerizationen
dc.subject1,4-Dioxaneen
dc.titleLewis-acid catalyzed N-acyliminium ion cyclodimerization: synthesis of symmetrical 1,4-dioxanesen
dc.typeArtigo
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