The question of electrophilic vs. nucleophilic addition of cyclic Ξ²-dicarbonyl phenyliodonium ylides: Electrophilic cycloaddition of diphenylketene

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dc.contributor.authorAntos, A.en
dc.contributor.authorElemes, Y.en
dc.contributor.authorMichaelides, A.en
dc.contributor.authorNyxas, J. A.en
dc.contributor.authorSkoulika, S.en
dc.contributor.authorHadjiarapoglou, L. P.en
dc.date.accessioned2015-11-24T16:51:04Z
dc.date.available2015-11-24T16:51:04Z
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9682
dc.rightsDefault Licence-
dc.titleThe question of electrophilic vs. nucleophilic addition of cyclic Ξ²-dicarbonyl phenyliodonium ylides: Electrophilic cycloaddition of diphenylketeneen
heal.abstractThe reaction of Ξ²-dicarbonyl phenyliodonium ylides with diphenylketene at room temperature affords mixtures of lactone and aurone derivatives. The initial electrophilic attack of the iodonium ylide on the CΞ² position of the diphenylketene, followed by cyclization of the zwitterionic species, and subsequent ejection of iodobenzene, affords the lactone and aurone cycloadducts. Treatment of Ξ²-dicarbonyl iodonium ylides with acyl chlorides yields Ξ±-chloroenones with good to excellent yields.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primary10.1021/jo3020787-
heal.identifier.secondaryhttp://pubs.acs.org/doi/abs/10.1021/jo3020787-
heal.journalNameJournal of Organic Chemistryen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate2012-
heal.publisherAmerican Chemical Societyen
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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