Recognition of cyclic, acyclic, exocyclic, and spiro Acetals via structurally diagnostic ion/molecule reactions with the (CH3)(2)N-C+=O acylium ion

Página do item simplificado
dc.contributor.authorBenassi, Mario
dc.contributor.authorMoraes, Luiz Alberto B.
dc.contributor.authorCabrini, Liliane G.
dc.contributor.authorDias, Luiz Carlos
dc.contributor.authorAguilar, Andrea M. [UNIFESP]
dc.contributor.authorRomeiro, Gilberto A.
dc.contributor.authorEberlin, Livia S.
dc.contributor.authorEberlin, Marcos N.
dc.contributor.institutionUniversidade Estadual de Campinas (UNICAMP)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionUniversidade Federal Fluminense (UFF)
dc.date.accessioned2016-01-24T13:51:33Z
dc.date.available2016-01-24T13:51:33Z
dc.date.issued2008-07-18
dc.description.abstractReactions of the model acylium ion (CH3)(2)N-C+=O with acyclic, exocyclic, and Spiro acetals of the general formula (RO)-O-1-(CRR4)-R-3-OR2-upole mass spectrometry. Characteristic intrinsic reactivities were observed for each of these classes of acetals. the two most Characteristic intrinsic reactivities were observed for each of these classes of acetals. the two most common reactions observed were hydride and alkoxy anion [(RO-)-O-1 and (RO-)-O-2] abstraction. Other specific reactions were also observed: (a) a secondary polar [4(+) + 2] cycloaddition for acetals bearing alpha,beta-unsaturated R-3 or R-4 substituents and (b) OH- abstraction for exocyclic and spiro acetals. These structurally diagnostic reactions, in conjunction with others observed previously for cyclic acetals, are shown to reveal the class of the acetal molecule and its ring type and substituents and to permit their recognition and distinction from other classes of isomeric molecules.en
dc.description.affiliationUniv Estadual Campinas, ThoMSon Mass Spectrometry Lab, BR-13083970 Campinas, SP, Brazil
dc.description.affiliationUniv São Paulo, BR-14049 Ribeirao Preto, SP, Brazil
dc.description.affiliationUniv Estadual Campinas, Synthet Organ Chem Lab, BR-13083970 Campinas, SP, Brazil
dc.description.affiliationUniversidade Federal de São Paulo, BR-09972270 Diadema, SP, Brazil
dc.description.affiliationUniv Fed Fluminense, Inst Chem, Rio de Janeiro, Brazil
dc.description.affiliationUnifespUniversidade Federal de São Paulo, BR-09972270 Diadema, SP, Brazil
dc.description.sourceWeb of Science
dc.format.extent5549-5557
dc.identifierhttp://dx.doi.org/10.1021/jo8008269
dc.identifier.citationJournal of Organic Chemistry. Washington: Amer Chemical Soc, v. 73, n. 14, p. 5549-5557, 2008.
dc.identifier.doi10.1021/jo8008269
dc.identifier.issn0022-3263
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/30802
dc.identifier.wosWOS:000257543100043
dc.language.isoeng
dc.publisherAmer Chemical Soc
dc.relation.ispartofJournal of Organic Chemistry
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.titleRecognition of cyclic, acyclic, exocyclic, and spiro Acetals via structurally diagnostic ion/molecule reactions with the (CH3)(2)N-C+=O acylium ionen
dc.typeinfo:eu-repo/semantics/article
Arquivos
Coleções
Em verificação - Geral