Dergi makalesi Açık Erişim
Salamci, Emine
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<identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/23893</identifier>
<creators>
<creator>
<creatorName>Salamci, Emine</creatorName>
<givenName>Emine</givenName>
<familyName>Salamci</familyName>
</creator>
</creators>
<titles>
<title>A Concise And Stereospecific Synthesis Of Some Cyclitols Containing Eight-Membered Rings: Cyclooctane-1,2,3,4-Tetraoles</title>
</titles>
<publisher>Aperta</publisher>
<publicationYear>2010</publicationYear>
<dates>
<date dateType="Issued">2010-01-01</date>
</dates>
<resourceType resourceTypeGeneral="Text">Journal article</resourceType>
<alternateIdentifiers>
<alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/23893</alternateIdentifier>
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<relatedIdentifiers>
<relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.tet.2010.04.052</relatedIdentifier>
</relatedIdentifiers>
<rightsList>
<rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
<rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
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<descriptions>
<description descriptionType="Abstract">A concise and efficient synthesis of cyclooctane-1,2,3,4-tetraoles, new polyhydroxylated eight-membered carbocycles, is described starting from cis,cis-1,3-cyclooctadiene. Cyclooctene endoperoxide obtained by photooxygenation of cis,cis-1,3-cyclooctadiene was the key compound in the synthesis. Reduction of the endoperoxide with zinc or thiourea followed by acetylation of the hydroxyl group and OsO4/NMO oxidation of the double bond gave (1R(S),2S(R),3R(S),4S(R))-cyclooctane-1,2,3,4-tetraol. Interestingly, epoxidation of cyclooctene-1,4-diol with m-CPBA also afforded trans-epoxy-diol 17. (1R(S),2R(S),3R(S),4S (R))-cyclooctane-1,2,3,4-tetraol was easily obtained by hydrolysis of epoxy-diol 17. (C) 2010 Elsevier Ltd. All rights reserved.</description>
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