Asymmetric epoxidation of enones using cumyl hydroperoxide and in situ generated zinc complexes of chiral pyrrolidinyl alcohols

Basit Öğe Kaydı
dc.authorid57195975748
dc.authorid57197789938
dc.authorid37098938400
dc.contributor.authorKaraman H.S.
dc.contributor.authorKılıç H.
dc.contributor.authorŞahin E.
dc.date.accessioned20.04.201910:49:12
dc.date.accessioned2019-04-20T21:43:13Z
dc.date.available20.04.201910:49:12
dc.date.available2019-04-20T21:43:13Z
dc.date.issued2017
dc.departmentBayburt Üniversitesien_US
dc.description.abstractThe homogeneous asymmetric epoxidation of a range of enones was carried out using cumyl hydroperoxide, diethylzinc, and chiral pyrrolidinyl alcohol-containing ligands to afford the corresponding epoxy ketones with enantioselectivities of ?97% ee. Examination of the enantioselectivities obtained in the asymmetric epoxidation of enones using a range of chiral ligands indicated that synergy between the sterically bulky bicyclo[2.2.2]octane skeleton and the substituents attached to the carbinol moiety played an important role in determining the reaction enantioselectivity. The position and nature of the substituent on the aromatic ring of the enone also had a pronounced effect on the observed enantioselectivity. © 2017 Elsevier Ltden_US
dc.identifier.doi10.1016/j.tetasy.2017.09.004
dc.identifier.endpage1632
dc.identifier.issn0957-4166
dc.identifier.issue11
dc.identifier.scopus2-s2.0-85030631055en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage1626
dc.identifier.urihttps://dx.doi.org/10.1016/j.tetasy.2017.09.004
dc.identifier.urihttps://hdl.handle.net/20.500.12403/456
dc.identifier.volume28
dc.identifier.wosWOS:000418981300017en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevier Ltd
dc.relation.ispartofTetrahedron Asymmetryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectcumene hydroperoxide
dc.subjectdiethylzinc
dc.subjectenone derivative
dc.subjectketone
dc.subjectmethanol
dc.subjectoxygen
dc.subjectpyrrolidine derivative
dc.subjectpyrrolidinyl alcohol
dc.subjectunclassified drug
dc.subjectzinc complex
dc.subjectArticle
dc.subjectasymmetric synthesis
dc.subjectcatalyst
dc.subjectchemical structure
dc.subjectchirality
dc.subjectcontrolled study
dc.subjectenantiomer
dc.subjectenantioselectivity
dc.subjectepoxidation
dc.subjectpriority journal
dc.subjectreaction optimization
dc.subjectstoichiometry
dc.subjectcumene hydroperoxide
dc.subjectdiethylzinc
dc.subjectenone derivative
dc.subjectketone
dc.subjectmethanol
dc.subjectoxygen
dc.subjectpyrrolidine derivative
dc.subjectpyrrolidinyl alcohol
dc.subjectunclassified drug
dc.subjectzinc complex
dc.subjectArticle
dc.subjectasymmetric synthesis
dc.subjectcatalyst
dc.subjectchemical structure
dc.subjectchirality
dc.subjectcontrolled study
dc.subjectenantiomer
dc.subjectenantioselectivity
dc.subjectepoxidation
dc.subjectpriority journal
dc.subjectreaction optimization
dc.subjectstoichiometry
dc.titleAsymmetric epoxidation of enones using cumyl hydroperoxide and in situ generated zinc complexes of chiral pyrrolidinyl alcoholsen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

Scopus İndeksli Yayınlar Koleksiyonu
WoS İndeksli Yayınlar Koleksiyonu