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dc.contributor.authorRagoussis, V.en
dc.contributor.authorTheodorou, V.en
dc.date.accessioned2015-11-24T16:47:50Z-
dc.date.available2015-11-24T16:47:50Z-
dc.identifier.issn0039-7881-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9243-
dc.rightsDefault Licence-
dc.subjecttrans-2,5-disubstituted tetrahydrofuransen
dc.subjectcondensationen
dc.subjectconstituenten
dc.subjectreductionen
dc.subjectrouteen
dc.titleStereoselective Access to Tetrahydropyranylacetic Acid-Derivatives - Simple Synthesis of (+)-(S,S)-(Cis-6-Methyltetrahydropyran-2-Yl)Acetic Aciden
heal.typejournalArticle-
heal.type.enJournal articleen
heal.type.elΆρθρο Περιοδικούel
heal.identifier.secondary<Go to ISI>://A1993KK38300026-
heal.languageen-
heal.accesscampus-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.publicationDate1993-
heal.abstractThe reaction of the lactols 1 a-1 d, with malonic acid in hot dimethyl sulfoxide, in the presence of piperidinium acetate as catalyst, gives the corresponding (tetrahydrofuran-2-yl)acetic acids 2 a, c and (tetrahydropyran-2-yl)acetic acids 2 b, d in high yield (65-75 %). While the synthesis of the (6-methyltetrahydropyran-2-yl)acetic acid (2 d) is highly stereoselective (cis/trans ratio 20:1), no stereoselection was observed with the (5-methyltetrahydrofuran-2-yl)acetic acid (2c) (cis/trans ratio 1:1). This reaction was applied for the synthesis of natural (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid (7), minor constituent of the glandular secretion of the civet cat.en
heal.publisherThieme Publishingen
heal.journalNameSynthesis-Stuttgarten
heal.journalTypepeer reviewed-
heal.fullTextAvailabilityTRUE-
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά). ΧΗΜ

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