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Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate
dc.creator | Mihailović, Milhailo Lj. | |
dc.creator | Lorenc, Ljubinka | |
dc.creator | Dabović, Milan | |
dc.creator | Bjelaković, Mira | |
dc.date.accessioned | 2019-04-26T11:30:05Z | |
dc.date.available | 2019-04-26T11:30:05Z | |
dc.date.issued | 1988 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/2699 | |
dc.description.abstract | The oxidation of androst-4-ene-3β,9α,17β-triol 3,17-diacetate (2) with lead tetraacetate resulted mainly In β-fragmentation of the C(9)-C(10) bond to give a mixture of 10α- and 10β-acetoxy-Δ4-unsaturated 9,10-seco-steroidal ketones (3a and 3b) as the minor components (in ~7% yield) and the rearranged 4β-acetoxy-Δ5(10) -unsaturated 9,10-seco-9-ketone (4) as the major product (in 61% yield). Unexpectedly, when the same substrate (2) was subjected to the mercuric oxide - iodine oxidation, it underwent predominantly α-epoxidation of the olefinic double bond to produce the 4α,5α-epoxy derivative (5) (in 58% yield). © 1988. | en |
dc.relation | Serbian Academy of Sciences and Arts | |
dc.relation | Serbian Republic Research Fund | |
dc.rights | restrictedAccess | |
dc.source | Tetrahedron | |
dc.title | Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate | en |
dc.type | article | en |
dc.rights.license | ARR | |
dcterms.abstract | Бјелаковић, Мира; Лоренц, Љубинка; Дабовић, М.; Михаиловић, М.Љ.; | |
dc.rights.holder | Elsevier | |
dc.citation.volume | 44 | |
dc.citation.issue | 19 | |
dc.citation.spage | 6201 | |
dc.citation.epage | 6206 | |
dc.identifier.doi | 10.1016/S0040-4020(01)89810-0 | |
dc.identifier.scopus | 2-s2.0-0344746322 | |
dc.type.version | publishedVersion |