Stable spiro-endoperoxides by sunlight-mediated photooxygenation of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-alpha-D-xylo-oct-1,4-furano-7-uloses

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dc.contributor.authorCetin, F
dc.contributor.authorYenil, N
dc.contributor.authorYuceer, L
dc.date.accessioned2019-10-27T19:21:35Z
dc.date.available2019-10-27T19:21:35Z
dc.date.issued2005
dc.departmentEge Üniversitesien_US
dc.description.abstractSunlight-mediated photooxygenation of 3-O-acetyl and 3-O-methyl derivatives of 1,2-O-alkylidene-5(E)-eno-5,6,8-tride-oxy-alpha-D-xylo-oct-1,4-furano-7-uloses (1 a-e) in carbon tetrachloride solution gave stable 4,7-epidioxy derivatives in 4R (2a-e) and 4S (3a-e) configurations. The presence of an endo alkyl, on the 1,2-O-alkylidene group and its size, resulted in an increase of the yield of the 4S isomers. 3-O-Acetyl derivatives yielded products as a mixture of C-7 anomers, whereas 3-O-methyl derivatives gave pure single stereoisomers. (c) 2005 Elsevier Ltd. All rights reserved.en_US
dc.identifier.doi10.1016/j.carres.2005.09.006en_US
dc.identifier.endpage2589en_US
dc.identifier.issn0008-6215
dc.identifier.issn1873-426X
dc.identifier.issue17en_US
dc.identifier.pmid16182263en_US
dc.identifier.startpage2583en_US
dc.identifier.urihttps://doi.org/10.1016/j.carres.2005.09.006
dc.identifier.urihttps://hdl.handle.net/11454/38999
dc.identifier.volume340en_US
dc.identifier.wosWOS:000233506200002en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherElsevier Sci Ltden_US
dc.relation.ispartofCarbohydrate Researchen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectendoperoxidesen_US
dc.subjectspiroketalsen_US
dc.subjectfurano sugarsen_US
dc.subjectantimalarial drugsen_US
dc.subjectantibioticsen_US
dc.titleStable spiro-endoperoxides by sunlight-mediated photooxygenation of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-alpha-D-xylo-oct-1,4-furano-7-ulosesen_US
dc.typeArticleen_US

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