Cetin, FYenil, NYuceer, L2019-10-272019-10-2720050008-62151873-426Xhttps://doi.org/10.1016/j.carres.2005.09.006https://hdl.handle.net/11454/38999Sunlight-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.en10.1016/j.carres.2005.09.006info:eu-repo/semantics/closedAccessendoperoxidesspiroketalsfurano sugarsantimalarial drugsantibioticsArticle3401725832589WOS:00023350620000216182263Q1