Asymmetric Synthesis of Functionalized 2-Isoxazolines

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dc.contributor.authorHamur, Beyza
dc.contributor.authorHalac, Fatma Albayrak
dc.contributor.authorYilmazer, Fethiye
dc.contributor.authorFleming, Fraser F.
dc.contributor.authorKulu, Irem
dc.contributor.authorAltundas, Ramazan
dc.date.accessioned2025-10-29T11:20:31Z
dc.date.issued2025
dc.departmentFakülteler, Temel Bilimler Fakültesi, Kimya Bölümü
dc.description.abstractThe asymmetric synthesis of the isoxazoline skeleton was achieved by the oxidation of hydroxylaminoalkyl furan prepared from simple starting materials: 2-methylfuran and (S)-epichlorohydrin. The synthesis features an NBS-mediated oxidation of hydroxylaminoalkyl furan to give an alpha,beta-unsaturated ketone intermediate which cyclized to the isoxazoline. The alpha,beta-unsaturated double bond was successfully cleaved with RuCl3xH2O catalysis en route to the isoxazoline skeleton bearing alcohol, aldehyde, and carboxylic acid functionalities.
dc.description.sponsorshipT?rkiye Bilimsel ve Teknolojik Arastirma Kurumu [219Z136]
dc.description.sponsorshipTUBITAK
dc.description.sponsorshipThis work was supported by TUBITAK (Project No: 219Z136). We would like to thank Dr. Bilal Altundas (University of Illinois UrbanayChampaign) for helpful discussions and critical reading of the manuscript.
dc.identifier.doi10.1021/acsomega.4c08062
dc.identifier.endpage6670
dc.identifier.issn2470-1343
dc.identifier.issue7
dc.identifier.orcid0000-0001-6370-5970
dc.identifier.orcid0000-0002-4741-2382
dc.identifier.orcid0000-0002-9637-0246
dc.identifier.pmid40028108
dc.identifier.scopus2-s2.0-85217580718
dc.identifier.scopusqualityQ1
dc.identifier.startpage6663
dc.identifier.urihttps://doi.org/10.1021/acsomega.4c08062
dc.identifier.urihttps://hdl.handle.net/20.500.14854/8622
dc.identifier.volume10
dc.identifier.wosWOS:001419462400001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofAcs Omega
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20251020
dc.subjectDiaminopimelic Acid Dap
dc.subjectCycloaddition Reactions
dc.subjectNitrile Oxides
dc.subjectIsoxazoline
dc.subjectOxidation
dc.subjectFurans
dc.subjectDehydrogenase
dc.subjectDerivatives
dc.subjectAnticancer
dc.subjectInhibitors
dc.titleAsymmetric Synthesis of Functionalized 2-Isoxazolines
dc.typeArticle

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