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A novel and stereospecific synthesis of aminocyclitol: N-tosyldihydroconduramine E2

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dc.contributor.author Kelebekli, Latif
dc.contributor.author Celik, Murat
dc.contributor.author Kara, Yunus
dc.date.accessioned 2024-03-15T11:23:59Z
dc.date.available 2024-03-15T11:23:59Z
dc.date.issued 2010
dc.identifier.citation Kelebekli, L., Celik, M., Kara, Y. (2010). A novel and stereospecific synthesis of aminocyclitol: N-tosyldihydroconduramine E2. J. Chem. Res, 1, 54-56. https://doi.org/10.3184/030823410X12628681698796 en_US
dc.identifier.issn 1747-5198
dc.identifier.issn 2047-6507
dc.identifier.uri http://dx.doi.org/10.3184/030823410X12628681698796
dc.identifier.uri https://www.webofscience.com/wos/woscc/full-record/WOS:000275412500016
dc.identifier.uri http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/4525
dc.description WoS Categories: Chemistry, Multidisciplinary en_US
dc.description Web of Science Index: Science Citation Index Expanded (SCI-EXPANDED); Index Chemicus (IC); Current Chemical Reactions (CCR-EXPANDED) en_US
dc.description Research Areas: Chemistry en_US
dc.description.abstract A stereospecific synthesis of N-tosyldihydroconduramine E2, a new aminocyclitol, has been synthesised starting from cyclohexa-1,3-diene. The photooxygenation of cyclohexa-1,3-diene afforded the bicyclic endoperoxide. Reduction of the endoperoxide with thiourea and then reaction of the bis-carbamate with p-TsNCO followed by a palladium-catalysed ionisation/cyclisation reaction, gave a vinyl oxazolidin-2-one. Oxidation of the double bond in the oxazolidin-2-one with KMnO4 followed by acetylation, gave the oxazolidinone-diacetates. Hydrolysis of the oxazolidinone ring and removal of the acetate groups gave the desired aminocyclitol, N-tosyldihydroconduramine E2. en_US
dc.description.sponsorship TUBITAK (The Scientific and Technical Research Council of Turkey) [TBAG-105T162] en_US
dc.language.iso eng en_US
dc.publisher SAGE PUBLICATIONS LTD-LONDON en_US
dc.relation.isversionof 10.3184/030823410X12628681698796 en_US
dc.rights info:eu-repo/semantics/openAccess en_US
dc.subject N-tosyldihydroconduramine E2, conduramine, aminocyclitol, endoperoxide en_US
dc.subject AMINOCYCLOPENTITOL GLYCOSIDASE INHIBITORS, ASYMMETRIC INDUCTION, RADICAL CYCLIZATION, CYCLITOLS, PURE en_US
dc.title A novel and stereospecific synthesis of aminocyclitol: N-tosyldihydroconduramine E2 en_US
dc.type article en_US
dc.relation.journal JOURNAL OF CHEMICAL RESEARCH en_US
dc.contributor.department Ordu Üniversitesi en_US
dc.identifier.issue 1 en_US
dc.identifier.startpage 54 en_US
dc.identifier.endpage 56 en_US


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