Synthesis and application of amino alcohol imides as NMR solvating agents for chiral discrimination of carboxylic acids

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dc.contributor.authorKarakaplan, Mehmet
dc.contributor.authorJameel, Basam
dc.date.accessioned2024-04-24T16:18:28Z
dc.date.available2024-04-24T16:18:28Z
dc.date.issued2016
dc.departmentDicle Üniversitesien_US
dc.description.abstractA series of amino alcohol imides 2-8 have been synthesized from commercially available starting materials by regioselective ring opening reaction of epoxides with chiral amines. Compounds 2-8 were tested as chiral solvating agents (CSAs) for enantiomeric discrimination of biological important carboxylic acids. C-2-Symmetric (S,R,R,S)-3 was found to be a satisfactory CSA for mandelic acid with Delta Delta delta of 24.8 Hz. CSA (S, S)-5 exhibited the best enantiomeric discrimination for alpha-phenyl-alpha-methoxyacetic acid with Delta Delta delta of 32 Hz. Enantiomeric differentiated values found for mandelic acid, o-chloro mandelic acid, ibuprofen and naproxen are 7.2, 4.4, 2 and 3 Hz respectively. (C) 2016 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipResearch Project Council of Dicle University (DUBAP) [FEN-15-006]en_US
dc.description.sponsorshipThis research was supported by the Research Project Council of Dicle University (DUBAP). (Project No.: FEN-15-006).en_US
dc.identifier.doi10.1016/j.tetasy.2016.05.009
dc.identifier.endpage602en_US
dc.identifier.issn0957-4166
dc.identifier.issue14-15en_US
dc.identifier.scopus2-s2.0-84976873239
dc.identifier.scopusqualityN/A
dc.identifier.startpage597en_US
dc.identifier.urihttps://doi.org/10.1016/j.tetasy.2016.05.009
dc.identifier.urihttps://hdl.handle.net/11468/16114
dc.identifier.volume27en_US
dc.identifier.wosWOS:000380419800001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron-Asymmetry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject[No Keyword]en_US
dc.titleSynthesis and application of amino alcohol imides as NMR solvating agents for chiral discrimination of carboxylic acidsen_US
dc.titleSynthesis and application of amino alcohol imides as NMR solvating agents for chiral discrimination of carboxylic acids
dc.typeArticleen_US

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