Iron Porphyrins and Iron Salens as Highly Enantioselective Catalysts for the Ring-Expansion Reaction of Epoxides to Tetrahydrofurans

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dc.contributor.authorUluturk, Mehmet
dc.contributor.authorGollu, Mehmet
dc.contributor.authorTilki, Tahir
dc.contributor.authorErturk, Erkan
dc.date.accessioned2025-10-29T11:20:41Z
dc.date.issued2025
dc.departmentFakülteler, Temel Bilimler Fakültesi, Kimya Bölümü
dc.description.abstractIron porphyrins have been found to be efficient catalysts for the ring-expansion reaction of epoxides with alkenes to give the corresponding tetrahydrofurans; very low loadings (down to 1 mol %) are sufficient to achieve high yields (up to 98%). Additionally, an iron(III) salen complex based on the axially chiral 1,1-binaphthalene backbone has been shown to catalyze the reaction with high enantioselectivity (e.g., 92% ee for calyxolane A).
dc.description.sponsorshipT?rkiye Bilimsel ve Teknolojik Arastirma Kurumu [TUBITAK, 109T073]
dc.description.sponsorshipScientific and Technological Research Council of Turkiye
dc.description.sponsorshipThis work was financially supported by the Scientific and Technological Research Council of Turkiye (TUBITAK, project 109T073). The authors thank Professor Albrecht BERKESSEL (University of Cologne, Germany) for providing Halterman's porphyrin (25). Dr. Ilker UN (TUBITAK National Metrology Institute) is gratefully acknowledged for his help in recording 2D and NOE NMR experiments.
dc.identifier.doi10.1021/acs.orglett.5c00767
dc.identifier.endpage3088
dc.identifier.issn1523-7060
dc.identifier.issn1523-7052
dc.identifier.issue12
dc.identifier.pmid40110979
dc.identifier.scopus2-s2.0-105001503971
dc.identifier.scopusqualityQ1
dc.identifier.startpage3083
dc.identifier.urihttps://doi.org/10.1021/acs.orglett.5c00767
dc.identifier.urihttps://hdl.handle.net/20.500.14854/8685
dc.identifier.volume27
dc.identifier.wosWOS:001448904800001
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofOrganic Letters
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20251020
dc.subjectEpoxidation
dc.subjectComplexes
dc.subjectMetal
dc.subjectEmergence
dc.subjectOxidation
dc.subjectSolvent
dc.subjectRoute
dc.titleIron Porphyrins and Iron Salens as Highly Enantioselective Catalysts for the Ring-Expansion Reaction of Epoxides to Tetrahydrofurans
dc.typeArticle

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