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.author | Çetin F. | |
dc.contributor.author | Yenil N. | |
dc.contributor.author | Yüceer L. | |
dc.date.accessioned | 2024-07-22T08:23:39Z | |
dc.date.available | 2024-07-22T08:23:39Z | |
dc.date.issued | 2005 | |
dc.description.abstract | Sunlight-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-ID | 10.1016/j.carres.2005.09.006 | |
dc.identifier.issn | 00086215 | |
dc.identifier.uri | http://akademikarsiv.cbu.edu.tr:4000/handle/123456789/19632 | |
dc.language.iso | English | |
dc.subject | Deoxy Sugars | |
dc.subject | Magnetic Resonance Spectroscopy | |
dc.subject | Models, Molecular | |
dc.subject | Oxidation-Reduction | |
dc.subject | Peroxides | |
dc.subject | Photochemistry | |
dc.subject | Spectrometry, Mass, Electrospray Ionization | |
dc.subject | Spiro Compounds | |
dc.subject | Sunlight | |
dc.subject | Antibiotics | |
dc.subject | Derivatives | |
dc.subject | Isomers | |
dc.subject | 3 o acetyl 5 eno 1,2 o isopropylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulose | |
dc.subject | 5 eno 3 o methyl 1,2 o trichloroethylidene 5,6,8 trideoxy alpha xylo 1,4 furano 7 ulose | |
dc.subject | carbohydrate derivative | |
dc.subject | carbon tetrachloride | |
dc.subject | endoperoxide | |
dc.subject | unclassified drug | |
dc.subject | article | |
dc.subject | photooxidation | |
dc.subject | priority journal | |
dc.subject | stereoisomerism | |
dc.subject | sunlight | |
dc.subject | Endoperoxides | |
dc.subject | Furano sugars | |
dc.subject | Carbohydrates | |
dc.title | 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.type | Article |