Epoxidation of Enol Silyl Ethers, Phosphates, Esters and Lactones by Dimethyldioxirane

dc.contributor.authorAdam, W.en
dc.contributor.authorHadjiarapoglou, L.en
dc.contributor.authorJager, V.en
dc.contributor.authorKlicic, J.en
dc.contributor.authorSeidel, B.en
dc.contributor.authorWang, X.en
dc.date.accessioned2015-11-24T16:57:51Z
dc.date.available2015-11-24T16:57:51Z
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/10626
dc.rightsDefault Licence-
dc.subjectEpoxidationen
dc.subjectDioxiranesen
dc.subjectEnol silyl ethersen
dc.subjectEnol phosphatesen
dc.subjectEnol esters and lactonesen
dc.subjectCaroateen
dc.titleEpoxidation of Enol Silyl Ethers, Phosphates, Esters and Lactones by Dimethyldioxiraneen
heal.abstractThe epoxides 2a-u (Table 1) of the enol silyl ethers 1a, b, enol phosphates 1c-k, and enol esters and lactones 11-u were prepared in excellent yields by epoxidation with isolated dimethyldioxirane (4) (as acetone solution). These labile epoxides (stable below 0Β°C) could be isolated in pure form and characterized spectroscopically (IR, 1H and 13C NMR). The derivatives 2p-u were sufficiently stable so that even C,H analyses were obtained. Warming up to room temperature led to rearrangement to the corresponding Ξ±-oxy-functionalized carbonyl products 3. Since epoxide 2c was sufficiently resistant towards hydrolysis, it could be prepared by the in situ method.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primary10.1002/cber.19911241033-
heal.identifier.secondaryhttp://onlinelibrary.wiley.com/doi/10.1002/cber.19911241033/abstract-
heal.journalNameChemische Berichteen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate1991-
heal.publisherWILEY-VCH Verlagen
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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