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DC Field | Value | Language |
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dc.contributor.author | Kelebekli, Latif | - |
dc.contributor.author | Balci, Neslihan | - |
dc.contributor.author | Sahin, Ertan | - |
dc.date.accessioned | 2024-03-15T08:38:34Z | - |
dc.date.available | 2024-03-15T08:38:34Z | - |
dc.date.issued | 2012 | - |
dc.identifier.citation | Kelebekli, L., Balci, N., Sahin, E. (2012). Oxazolidinone polycyclitols. Stereospecific synthesis of novel aminocarbasugars with oxazolidinone ring. Tetrahedron, 68(7), 1886-1893. https://doi.org/10.1016/j.tet.2011.12.078 | en_US |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | http://dx.doi.org/10.1016/j.tet.2011.12.078 | - |
dc.identifier.uri | https://www.webofscience.com/wos/woscc/full-record/WOS:000300804400006 | - |
dc.identifier.uri | http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/4299 | - |
dc.description | WoS Categories: Chemistry, Organic | en_US |
dc.description | Web of Science Index: Science Citation Index Expanded (SCI-EXPANDED); Index Chemicus (IC) | en_US |
dc.description | Research Areas: Chemistry | en_US |
dc.description.abstract | Two new oxazolidinone polycyclitols, 4,5,7,8,9-pentahydroxy-3-tosyldecahydronaphtho [2,1-d]oxazol-2(9bH)-one and 4,5,6,7,8-pentahydroxy-3-tosyldecahydronaphtho [2,1-d]oxazol-2(9bH)-one were synthesized starting from p-benzoquinone. An endo selective Diels-Alder cycloaddition between p-benzoquinone and 1-acetoxybutadiene followed by stereoselective reduction with NaBH4-CeCl3 center dot 7H(2)O led to the formation of an allylic cis-diol. The obtained diols were protected with p-TsNCO to yield biscarbamates and then a palladium-catalyzed ionization/cyclization reaction produced two oxazolidinone derivatives. Oxidation of the two double bonds in either oxazolidinones with OsO4 followed by acetylation produced oxazolidinone-pentaacetates whose exact configurations were determined by X-ray diffraction analysis. Controlled removal of the acetate groups furnished the desired two new oxazolidinone polycyclitols. (C) 2012 Elsevier Ltd. All rights reserved. | en_US |
dc.description.sponsorship | TUBITAK (The Scientific and Technological Research Council of Turkey) [TBAG-108T112]; Department of Chemistry at Ataturk University; Department of Chemistry at Ordu University | en_US |
dc.language.iso | eng | en_US |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD-OXFORD | en_US |
dc.relation.isversionof | 10.1016/j.tet.2011.12.078 | en_US |
dc.rights | info:eu-repo/semantics/openAccess | en_US |
dc.subject | Oxazolidinone polycyclitol, Oxazolidinone, Aminocarbasugar, Aminocyclitol | en_US |
dc.subject | AMINOCYCLOPENTITOL GLYCOSIDASE INHIBITORS, CONFORMATIONALLY LOCKED INOSITOLS, VICINAL AMINO-ALCOHOLS, ANTIBACTERIAL ACTIVITY, ALLYLIC ALKYLATIONS, BIOLOGICAL-ACTIVITY, CARBASUGAR HYBRIDS, ORGANIC-CHEMISTRY, NATURAL-PRODUCTS, DERIVATIVES | en_US |
dc.title | Oxazolidinone polycyclitols. Stereospecific synthesis of novel aminocarbasugars with oxazolidinone ring | en_US |
dc.type | article | en_US |
dc.relation.journal | TETRAHEDRON | en_US |
dc.contributor.department | Ordu Üniversitesi | en_US |
dc.identifier.volume | 68 | en_US |
dc.identifier.issue | 7 | en_US |
dc.identifier.startpage | 1886 | en_US |
dc.identifier.endpage | 1893 | en_US |
Appears in Collections: | Kimya |
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