Synthesis of novel thiophene-based chiral ligands and their application in asymmetric Henry reaction

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dc.contributor.authorAydin, A. Ebru
dc.date.accessioned2024-09-18T20:16:50Z
dc.date.available2024-09-18T20:16:50Z
dc.date.issued2013
dc.departmentHatay Mustafa Kemal Üniversitesien_US
dc.description.abstractNovel chiral thiolated amino alcohols were synthesized from norephedrine and thiophene carbaldehydes (methyl- or ethyl-substituted) and applied to the catalytic asymmetric Henry reaction of various aldehydes with nitromethane to provide -hydroxy nitroalkanols in high conversion (92%). The reaction was optimized in terms of the metal, solvent, temperature and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2 and 2-propanol as the solvent provided the best enantioselectivities (up to 96% ee) of the corresponding nitroalcohols for aliphatic aldehydes. Copyright (c) 2013 John Wiley & Sons, Ltd.en_US
dc.description.sponsorshipScientific Research Commission of Mustafa Kemal University [08F0201]en_US
dc.description.sponsorshipThis research (08F0201) is financially supported by the Scientific Research Commission of Mustafa Kemal University.en_US
dc.identifier.doi10.1002/aoc.2969
dc.identifier.endpage289en_US
dc.identifier.issn0268-2605
dc.identifier.issn1099-0739
dc.identifier.issue5en_US
dc.identifier.scopus2-s2.0-84876688210en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage283en_US
dc.identifier.urihttps://doi.org/10.1002/aoc.2969
dc.identifier.urihttps://hdl.handle.net/20.500.12483/9771
dc.identifier.volume27en_US
dc.identifier.wosWOS:000318116900005en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofApplied Organometallic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectenantioselective synthesisen_US
dc.subjectHenry reactionen_US
dc.subjectchiral amino alcoholsen_US
dc.subjectthiolated amino alcoholsen_US
dc.subjectcopper complexen_US
dc.titleSynthesis of novel thiophene-based chiral ligands and their application in asymmetric Henry reactionen_US
dc.typeArticleen_US

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