The Question of Electrophilic vs Nucleophilic Addition of Cyclic beta-Dicarbonyl Phenyliodonium Ylides: Electrophilic Cycloaddition of Diphenylketene

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dc.contributor.authorA. Antos,en
dc.contributor.authorY. Elemes,en
dc.contributor.authorA. Michaelides,en
dc.contributor.authorJ. A. Nyxas,en
dc.contributor.authorS. Skoulika,en
dc.contributor.authorL. P. Hadjiarapoglouen
dc.date.accessioned2015-11-24T16:51:03Z
dc.date.available2015-11-24T16:51:03Z
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9680
dc.rightsDefault Licence-
dc.titleThe Question of Electrophilic vs Nucleophilic Addition of Cyclic beta-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.journalNameJ. Org. Chem.en
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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