Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/12087
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dc.contributor.authorGündoğdu, Özlemen_US
dc.contributor.authorAtalay, Abdurrahmanen_US
dc.contributor.authorÇelebioğlu, Neslihanen_US
dc.contributor.authorAnıl, Barışen_US
dc.contributor.authorŞahin, Ertanen_US
dc.contributor.authorŞanlı Mohamed, Gülşahen_US
dc.contributor.authorBozkaya, Uğuren_US
dc.contributor.authorKara, Yunusen_US
dc.date.accessioned2022-06-23T06:19:28Z-
dc.date.available2022-06-23T06:19:28Z-
dc.date.issued2022-09-
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2022.133163-
dc.identifier.urihttps://hdl.handle.net/11147/12087-
dc.description.abstractThe ring-opening reactions of (1aS,2S,6bR)-5-ethyl-2-hydroxyhexahydro-4H-oxireno[2,3-e]isoindole-4,6(5H)-dione were investigated under very mild and nonchelated conditions. C-2 selective ring-opening products were obtained with nucleophilic additions such as Cl−, Br− and N3−. The exact configuration of (3aS,4R,5R,6S,7aS)-5-chloro-2-ethyl-4,6-dihydroxyhexahydro-1H-isoindole-1,3(2H)-dione was determined by X-Ray diffraction analysis which was obtained from the reaction of epoxy alcohol with HCl. On the other hand, theoretical computations were carried out to explain the regioselectivity in the ring opening reaction of epoxy alcohols. The results showed that the ring-opening reaction of both epoxy alcohols proceeds in a kinetically controlled manner and regioselectivity occurs depending on the transition state.en_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofJournal of Molecular Structureen_US
dc.rightsinfo:eu-repo/semantics/embargoedAccessen_US
dc.subjectEpoxy alcoholen_US
dc.subjectTheorical computationsen_US
dc.subjectRegioselectivityen_US
dc.titleRegio- and stereo-chemical ring-opening reactions of the 2,3-epoxy alcohol derivative with nucleophiles: Explanation of the structures and C-2 selectivity supported by theoretical computationsen_US
dc.typeArticleen_US
dc.authorid0000-0003-0282-4428en_US
dc.institutionauthorŞanlı Mohamed, Gülşahen_US
dc.departmentIzmir Institute of Technology. Chemistryen_US
dc.identifier.scopus2-s2.0-85130168818-
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.identifier.doi10.1016/j.molstruc.2022.133163-
dc.contributor.affiliationAhi Evran Üniversitesien_US
dc.contributor.affiliationHacettepe Üniversitesien_US
dc.contributor.affiliationAtatürk Üniversitesien_US
dc.contributor.affiliationAtatürk Üniversitesien_US
dc.contributor.affiliationAtatürk Üniversitesien_US
dc.contributor.affiliationIzmir Institute of Technologyen_US
dc.contributor.affiliationHacettepe Üniversitesien_US
dc.contributor.affiliationAtatürk Üniversitesien_US
dc.relation.issn00222860en_US
dc.description.volume1264en_US
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.cerifentitytypePublications-
item.fulltextWith Fulltext-
item.openairetypeArticle-
item.languageiso639-1en-
item.grantfulltextembargo_20250701-
crisitem.author.dept04.01. Department of Chemistry-
Appears in Collections:Chemistry / Kimya
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
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