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Olovotetraacetatna oksidacija Dils-Adlerovog adukta 7-dehidro-holesteril-acetata sa anhidridom maleinske kiseline

dc.creatorBondarenko-Gheorghiu, Lidija
dc.creatorLorenc, Ljubinka
dc.creatorMihailović, Mihailo Lj.
dc.date.accessioned2020-04-27T00:42:56Z
dc.date.available2020-04-27T00:42:56Z
dc.date.issued2000
dc.identifier.issn0352-5139
dc.identifier.issn1820-7421
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/3500
dc.description.abstractThe Diels-Alder adduct (3), obtained by cycloaddition of 7-dehydrocholesteryl acetate (1) and maleic anhydride (2), was heated at ca. 90 oC with a large excess of lead tetraacetate in pyridine solution for 5 h. Under these conditions, compound 3 underwent lactonization with the participation of the olefinic D6 -double bond to give two isomeric monolactone derivatives, 9 and 10 (in a total yield of ca. 6%), and the bislactone product 11 (in 11.5% yield). The starting material was recovered in 36% yield.sr
dc.description.abstractDils-Alderov adukt 3, dobiven cikloadicijom 7-dehidroholesteril-acetata 1 i anhidrida maleinske kiseline 2, oksidovan je velikim viškom olovotetraacetata u piridinskom rastvoru na oko 90 ºC u toku 5h. Pod navedenim uslovima izvršena je oksidativna laktonizacija jedinjenja 3 sa participacijom olefinske D6 -dvogube veze pri čemu su dobivena dva izomerna monolaktonska derivata 9 i 10 (u ukupnm prinosu od oko 6%) i bislaktonski proizvod 11 (u prinosu od oko 11,5%); pri tome je nepromenjen polazni adukt izolovan u prinosu od »36%.sr
dc.language.isoensr
dc.publisherBelgrade : Serbian Chemical Societysr
dc.rightsopenAccesssr
dc.sourceJournal of the Serbian Chemical Societysr
dc.subjectDiels-Alder adductsr
dc.subjectcholesteryl acetatesr
dc.subjectmaleic anhydridesr
dc.subjectoxidative mono- and bis-lactonization.sr
dc.titleLead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydridesr
dc.titleOlovotetraacetatna oksidacija Dils-Adlerovog adukta 7-dehidro-holesteril-acetata sa anhidridom maleinske kiselinesr
dc.typearticlesr
dc.rights.licenseBY-NC-NDsr
dcterms.abstractБондаренко-Гхеоргхиу, Лидија Г.; Михаиловић, Михаило Љ.; Лоренц, Љубинка Б.; Оловотетраацетатна оксидација Дилс-Aдлеровог адукта 7-дехидро-холестерил-ацетата са анхидридом малеинске киселине; Оловотетраацетатна оксидација Дилс-Aдлеровог адукта 7-дехидро-холестерил-ацетата са анхидридом малеинске киселине;
dc.citation.volume65
dc.citation.issue3
dc.citation.spage147
dc.citation.epage156
dc.citation.rankM23
dc.description.otherThe authors are grateful to the Serbian Academy of Sciences and Arts, and the Ministry of Sciences and Technology of Serbia for financial support.sr
dc.identifier.doi10.2298/JSC0003147B
dc.identifier.fulltexthttp://cer.ihtm.bg.ac.rs/bitstream/id/16368/JSCS3-1.pdf
dc.identifier.scopus2-s2.0-0034422910
dc.identifier.wos000086052500001
dc.type.versionpublishedVersionsr


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