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A short and efficient asymmetric synthesis of (±)-epi-cytoxazone from cis-(1R,2S,5R)-menthyl 4-methoxyphenylglycidates

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dc.contributor.authorEr, Mustafa
dc.contributor.buuauthorCoşkun, Necdet F.
dc.contributor.departmentFen Edebiyat Fakültesi
dc.contributor.departmentKimya Bölümü
dc.contributor.researcheridB-1200-2012
dc.contributor.scopusid7004177880
dc.date.accessioned2024-01-16T06:46:45Z
dc.date.available2024-01-16T06:46:45Z
dc.date.issued2014-12
dc.description.abstractThe racemic epi-cytoxazone was synthesized, starting from p-anisaldehyde, in five steps and 48% overall yield. An efficient synthesis of azido alcohols has been achieved by regioselective ring opening of glycidates using NaN3 in MeOH-H2O. The key step of the process is reductive cyclization of azide carbonates by Zn-TMSCl.
dc.identifier.citationCoşkun, N. F. ve Er, M. (2014). "A short and efficient asymmetric synthesis of (±)-epi-cytoxazone from cis-(1R,2S,5R)-menthyl 4-methoxyphenylglycidates". Chemistry of Natural Compounds, 50(6), 1071-1074.
dc.identifier.doi10.1007/s10600-014-1161-z
dc.identifier.endpage1074
dc.identifier.issn0009-3130
dc.identifier.issn1573-8388
dc.identifier.issue6
dc.identifier.scopus2-s2.0-84922105242
dc.identifier.startpage1071
dc.identifier.urihttps://doi.org/10.1007/s10600-014-1161-z
dc.identifier.urihttps://link.springer.com/article/10.1007/s10600-014-1161-z
dc.identifier.urihttps://hdl.handle.net/11452/39045
dc.identifier.volume50
dc.identifier.wos000345771400023
dc.indexed.wosSCIE
dc.indexed.wosIC
dc.language.isoen
dc.publisherSpringer
dc.relation.collaborationYurt içi
dc.relation.journalChemistry of Natural Compounds
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subject(±)-epi-cytoxazone
dc.subjectZn-TMSCl reduction
dc.subject4-methoxyphenylglycidate
dc.subjectDarzen epoxidation
dc.subjectAzides
dc.subjectStereoselective-synthesis
dc.subjectCytokine modulator
dc.subject(+)-epi-cytoxazone
dc.subjectCytoxazone
dc.subject(-)-cytoxazone
dc.subjectPharmacology & pharmacy
dc.subjectChemistry
dc.subject.scopusCytoxazone; Ester; Stereochemistry
dc.subject.wosChemistry, medicinal
dc.subject.wosChemistry, organic
dc.titleA short and efficient asymmetric synthesis of (±)-epi-cytoxazone from cis-(1R,2S,5R)-menthyl 4-methoxyphenylglycidates
dc.typeArticle
dc.wos.quartileQ4
dspace.entity.typePublication
local.contributor.departmentFen Edebiyat Fakültesi/Kimya Bölümü
local.indexed.atPubMed
local.indexed.atScopus

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