Приказ основних података о документу

dc.creatorStevanović, Dragana D.
dc.creatorPejović, Anka
dc.creatorDamljanović, Ivan S.
dc.creatorMinić, Aleksandra
dc.creatorBogdanović, Goran A.
dc.creatorVukićević, Mirjana
dc.creatorRadulović, Niko S.
dc.creatorVukićević, Rastko D.
dc.date.accessioned2018-03-01T16:03:04Z
dc.date.available2018-03-01T16:03:04Z
dc.date.issued2015
dc.identifier.issn0008-6215
dc.identifier.issn1873-426X
dc.identifier.urihttps://vinar.vin.bg.ac.rs/handle/123456789/489
dc.description.abstractIn situ generated zirconium catalyst from a sacrificial zirconium anode was successfully applied to promote Ferrier rearrangement of 3,4,5-tri-O-acetyl-D-glucal and 6-deoxy-3,4-di-O-acetyl-L-glucal (3,4-di- O-acetyl-L-rhamnal) in the presence of three thiols and eleven thiophenols as nucleophiles. A simple constant current electrolysis (20 mA, 0.4 F mol(-1)) of an acetonitrile solution of lithium perchlorate (0.1 M) containing the corresponding glycal and S-nucleophiles, using a zirconium anode and a platinum cathode resulted in the successful synthesis of the corresponding 2,3-unsaturated peracetylated thioglycosides (with an average anomer ratio alpha/beta-4.129 in the case of peracetylated D-glucal and 8.740 in the case of L-rhamnal). The same procedure proved to be appropriate in synthesizing dihydropyran derivatives (C-glycosides) using allyltrimethylsilane as the nucleophile (only alpha-anomers were obtained). All new compounds were fully characterized by spectral data, whereas single-crystal X-ray analysis was performed for two thioglycosides. (C) 2015 Elsevier Ltd. All rights reserved.en
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172034/RS//
dc.rightsrestrictedAccessen
dc.sourceCarbohydrate Researchen
dc.subjectPeracetylated D-glucalen
dc.subjectPeracetylated L-rhamnalen
dc.subjectThiophenolsen
dc.subjectPseudoglycalsen
dc.subjectAnodic generation of catalysten
dc.subjectZirconiumen
dc.titleFerrier rearrangement promoted by an electrochemically generated zirconium catalysten
dc.typearticleen
dcterms.abstractДамљановиц, Иван; Богдановић Горан; Радуловиц, Нико С.; Вукицевиц, Растко Д.; Миниц, Aлександра; Стевановиц, Драгана; Вукицевиц, Мирјана; Пејовиц, Aнка;
dc.citation.volume407
dc.citation.spage111
dc.citation.epage121
dc.identifier.wos000352217900016
dc.identifier.doi10.1016/j.carres.2015.02.001
dc.citation.rankM22
dc.identifier.pmid25746956
dc.type.versionpublishedVersion
dc.identifier.scopus2-s2.0-84923858552


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