Çetin F.Yenil N.Yüceer L.2024-07-222024-07-22200500086215http://akademikarsiv.cbu.edu.tr:4000/handle/123456789/19632Sunlight-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.EnglishDeoxy SugarsMagnetic Resonance SpectroscopyModels, MolecularOxidation-ReductionPeroxidesPhotochemistrySpectrometry, Mass, Electrospray IonizationSpiro CompoundsSunlightAntibioticsDerivativesIsomers3 o acetyl 5 eno 1,2 o isopropylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulose5 eno 3 o methyl 1,2 o trichloroethylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulosecarbohydrate derivativecarbon tetrachlorideendoperoxideunclassified drugarticlephotooxidationpriority journalstereoisomerismsunlightEndoperoxidesFurano sugarsCarbohydratesArticle10.1016/j.carres.2005.09.006