Conversion of racemic allylic hydroperoxides into corresponding chiral 1/2,3-triols by using catalytic OsO4 and chiral cinchona ligands in the absence of co-oxidant

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dc.contributor.authorGöksu, Haydar
dc.contributor.authorGültekin, Mehmet Serdar
dc.date.accessioned2020-04-30T22:41:44Z
dc.date.available2020-04-30T22:41:44Z
dc.date.issued2015
dc.departmentDÜ, Kaynaşlı Meslek Yüksekokuluen_US
dc.descriptionWOS: 000359063900010en_US
dc.description.abstractFor the first time, removal of oxygen atoms from allylic hydroperoxide functionality and reintroduction to the double bond was achieved using catalytic OsO4 and chiral cinchona alkaloid derivatives in an acetone water mixture to give corresponding chiral 1/2,3-triol with an enantioselectivity up to 99% ee. The hydroperoxide group was used as both a co-oxidant and a source of hydroxyl groups. This protocol is thought to have potential to provide opportunities for chiral synthesis of 1/2,3-triols from corresponding allylic hydroperoxides in the absence of co-oxidant in one stage for the first time in the literature.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [109T815]en_US
dc.description.sponsorshipThis study was supported partially by the Scientific and Technological Research Council of Turkey (TUBITAK) (Project No: 109T815).en_US
dc.identifier.doi10.3906/kim-1411-68en_US
dc.identifier.endpageU225en_US
dc.identifier.issn1300-0527
dc.identifier.issue4en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage824en_US
dc.identifier.urihttps://doi.org/10.3906/kim-1411-68
dc.identifier.urihttps://hdl.handle.net/20.500.12684/3239
dc.identifier.volume39en_US
dc.identifier.wosWOS:000359063900010en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakTR-Dizinen_US
dc.language.isoenen_US
dc.publisherScientific Technical Research Council Turkey-Tubitaken_US
dc.relation.ispartofTurkish Journal Of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectChiral 1/2,3-triolsen_US
dc.subjectchiral cinchona alkaloids derivativesen_US
dc.subjectallylic hydroperoxideen_US
dc.subjectintramolecular atom transferen_US
dc.titleConversion of racemic allylic hydroperoxides into corresponding chiral 1/2,3-triols by using catalytic OsO4 and chiral cinchona ligands in the absence of co-oxidanten_US
dc.typeArticleen_US

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