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

dc.contributor.authorÇetin F.
dc.contributor.authorYenil N.
dc.contributor.authorYüceer L.
dc.date.accessioned2024-07-22T08:23:39Z
dc.date.available2024-07-22T08:23:39Z
dc.date.issued2005
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-trideoxy-α-D-xylo-oct-1,4-furano-7- uloses (1a-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. © 2005 Elsevier Ltd. All rights reserved.
dc.identifier.DOI-ID10.1016/j.carres.2005.09.006
dc.identifier.issn00086215
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/19632
dc.language.isoEnglish
dc.subjectDeoxy Sugars
dc.subjectMagnetic Resonance Spectroscopy
dc.subjectModels, Molecular
dc.subjectOxidation-Reduction
dc.subjectPeroxides
dc.subjectPhotochemistry
dc.subjectSpectrometry, Mass, Electrospray Ionization
dc.subjectSpiro Compounds
dc.subjectSunlight
dc.subjectAntibiotics
dc.subjectDerivatives
dc.subjectIsomers
dc.subject3 o acetyl 5 eno 1,2 o isopropylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulose
dc.subject5 eno 3 o methyl 1,2 o trichloroethylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulose
dc.subjectcarbohydrate derivative
dc.subjectcarbon tetrachloride
dc.subjectendoperoxide
dc.subjectunclassified drug
dc.subjectarticle
dc.subjectphotooxidation
dc.subjectpriority journal
dc.subjectstereoisomerism
dc.subjectsunlight
dc.subjectEndoperoxides
dc.subjectFurano sugars
dc.subjectCarbohydrates
dc.titleStable spiro-endoperoxides by sunlight-mediated photooxygenation of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-α-D-xylo-oct-1,4-furano-7-uloses
dc.typeArticle

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