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dc.contributor.authorMiranda, Pedro O.es_ES
dc.contributor.authorDíaz Díaz, Davides_ES
dc.contributor.authorPadrón, Juan I.es_ES
dc.contributor.authorRamírez, Miguel A.es_ES
dc.contributor.authorMartín, Víctor S.es_ES
dc.date.accessioned2020-05-27T07:58:59Z-
dc.date.available2020-05-27T07:58:59Z-
dc.date.issued2004-11-23-
dc.identifier.citationJournal of Organic Chemistry 70(1): 57–62 (2004)es_ES
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10261/212284-
dc.description.abstractIron(III) halides have proven to be excellent catalysts in the coupling of acetylenes and aldehydes. When terminal acetylenes were used the main products obtained were 1,5-dihalo-1,4-dienes with (E,Z)-stereochemistry contaminated in some cases with (E)-α,β-unsaturated ketones. The former carbonyl derivatives were the sole products isolated when nonterminal aromatic alkynes were used. When homopropargylic alcohols were used, a Prins-type cyclization occurred yielding 2-alkyl-4-halo-5,6-dihydro-2H-pyrans. In addition, anhydrous ferric halides are also shown to be excellent catalysts for the standard Prins cyclization with homoallylic alcohols. Isolation of an intermediate acetal, calculations, and alkyne hydration studies provide substantiation of a proposed mechanism.es_ES
dc.language.isoenges_ES
dc.publisherAmerican Chemical Societyes_ES
dc.relation.isversionofPostprintes_ES
dc.rightsclosedAccesses_ES
dc.subjectHydrocarbonses_ES
dc.subjectAldehydeses_ES
dc.subjectInorganic compoundses_ES
dc.subjectKetoneses_ES
dc.subjectHalogenses_ES
dc.titleFe(III) Halides as Effective Catalysts in Carbon−Carbon Bond Formation:  Synthesis of 1,5-Dihalo-1,4-dienes, α,β-Unsaturated Ketones, and Cyclic Etherses_ES
dc.typeartículoes_ES
dc.identifier.doi10.1021/jo048410j-
dc.description.peerreviewedPeer reviewedes_ES
dc.relation.publisherversionhttps://doi.org/10.1021/jo048410jes_ES
dc.identifier.e-issn1520-6904-
dc.rights.licensehttps://creativecommons.org/licenses/by/4.0/es_ES
dc.contributor.funderMinisterio de Ciencia y Tecnología (España)es_ES
dc.contributor.funderGobierno de Canariases_ES
dc.relation.csicNoes_ES
oprm.item.hasRevisionno ko 0 false*
dc.identifier.funderhttp://dx.doi.org/10.13039/501100006280es_ES
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