Приказ основних података о документу

dc.creatorBjelaković, Mira
dc.creatorLorenc, Ljubinka
dc.creatorPavlović, Vladimir D.
dc.creatorMihailović, Milhailo Lj.
dc.creatorTinant, Bernard
dc.creatorDeclercq, Jean-Paul
dc.creatorKalvoda, Jaroslav
dc.date.accessioned2021-02-02T06:40:28Z
dc.date.available2021-02-02T06:40:28Z
dc.date.issued1999
dc.identifier.issn0018-019X
dc.identifier.issn1522-2675
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/4184
dc.description.abstractOxidations of 14α‐hydroxy‐5α‐cholestan‐3β‐yl acetate (5) with lead tetraacetate under thermal or photolytic conditions or in the presence of iodine proceed mainly by fragmentation of the C(13)−C(14) bond to give as the primary products the 13,18‐didehydro‐13,14‐seco derivative 6 and the (E )‐Δ12‐13,14‐seco ketone 11, respectively. Further transformations of these compounds under conditions of their formation afforded, in addition, the acetoxy derivatives 7 – 9 (from 6), and the D‐homo‐C‐nor compound 12 and (12R,13R)‐epoxide 13 (from 11). Unexpectedly, the photolytic lead‐tetraacetate oxidation of 5 resulted partly (to ca. 20%) in a reversible fragmentation involving scission and recombination of the C(8)−C(14) bond followed by formation of the 14β,22‐ether 10. Possible mechanisms for the observed transformations are discussed.
dc.publisherWileyen
dc.rightsrestrictedAccess
dc.sourceHelvetica Chimica Actaen
dc.subjectSteroids
dc.subjectOxidation
dc.subjectLead-tetraacetate
dc.subjectphotolytic conditions
dc.subjectthermal conditions
dc.title13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ringen
dc.typearticleen
dc.rights.licenseARR
dcterms.abstractЛоренц, Љубинка; Децлерцq, Јеан-Паул; Тинант, Бернард; Павловић, Владимир Д.; Калвода, Јарослав; Михаиловић, Михаило Љ.; Бјелаковић, Мира;
dc.citation.volume82
dc.citation.issue5
dc.citation.spage707
dc.citation.epage721
dc.identifier.doi10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O
dc.identifier.scopus2-s2.0-0032920731
dc.type.versionpublishedVersion


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Приказ основних података о документу