Synthesis of novel ?-amino alcohols and their application in the catalytic asymmetric sulfoxidation of sulfides

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dc.contributor.authorAydin, A. Ebru
dc.date.accessioned2024-09-18T21:03:10Z
dc.date.available2024-09-18T21:03:10Z
dc.date.issued2013
dc.departmentHatay Mustafa Kemal Üniversitesien_US
dc.description.abstractNovel chiral norephedrine-based beta-amino alcohol ligands containing a thiophene ring were prepared from norephedrine and substituted furan carbaldehydes (methyl- or ethyl-substituted) and used in combination with VO(acac)(2) for the asymmetric oxidation of aryl methyl sulfides using H2O2 as an oxidant. Amino alcohol derived Schiff bases 4,5a-b gave higher enantiomeric excesses than amino alcohol-derived reduced Schiff based ligands 6,7a-b. Of these chiral ligands, (1S,2R)-5b and (1S,2R)-7b gave high yields (90%) with moderate to high enantioselectivities (78%, 96% ee, respectively). The oxidation of other aryl methyl sulfides with (1S,2R)-5b and (1S,2R)-7b as ligands afforded the corresponding sulfoxides in 60-89% yields and with 92-99% ee. (C) 2013 Elsevier Ltd. All rights reserved.en_US
dc.identifier.doi10.1016/j.tetasy.2013.03.011
dc.identifier.endpage448en_US
dc.identifier.issn0957-4166
dc.identifier.issue8en_US
dc.identifier.scopus2-s2.0-84876383293en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage444en_US
dc.identifier.urihttps://doi.org/10.1016/j.tetasy.2013.03.011
dc.identifier.urihttps://hdl.handle.net/20.500.12483/13289
dc.identifier.volume24en_US
dc.identifier.wosWOS:000318326300004en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron-Asymmetryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectHighly Enantioselective Oxidationen_US
dc.subjectHydrogen-Peroxideen_US
dc.subjectKinetic Resolutionen_US
dc.subjectSchiff-Basesen_US
dc.subjectVanadium Catalystsen_US
dc.subjectTitanium Complexesen_US
dc.subjectProchiral Sulfidesen_US
dc.subjectMetal-Complexesen_US
dc.subjectAryl Sulfidesen_US
dc.subjectDerivativesen_US
dc.titleSynthesis of novel ?-amino alcohols and their application in the catalytic asymmetric sulfoxidation of sulfidesen_US
dc.typeArticleen_US

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