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Fotohemijsko i Bekmanovo premeštanje(z)-holest-4-en-6-on oksima

dc.creatorKrstić, Natalija
dc.creatorBjelaković, Mira
dc.creatorDabović, Milan
dc.creatorLorenc, Ljubinka
dc.creatorPavlović, Vladimir D.
dc.date.accessioned2019-01-30T17:12:07Z
dc.date.available2019-01-30T17:12:07Z
dc.date.issued2004
dc.identifier.issn0352-5139
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/148
dc.description.abstractBeckmann rearrangement of (Z)-cholest-4-en-6-one oxime (4) (prepared in 4 steps starting from cholest-5-en-3β-ol ο1)) with thionyl chloride in dioxane solution afforded an enamide-type lactam, i.e. 7-aza-B-homocholest-4-en-6-one (6) as a single product. Photoreaction of the same compound in methanol or benzene-acetic acid solution gave a mixture of products, with the formation of the parent ketone 3 and the occurrence of Z/E isomerization, while the lactam 6 was obtained only when the reaction was performed in methanol and then in very low yield (7%).en
dc.description.abstractBekmanovo premeštanje (Z)-holest-4-en-6-on oksima (4) (koji je dobijen u 4 faze, polazeći od holest-5-en-3 β-ola (1)) sa tionil-hloridom u dioksanskom rastvoru, kao jedini proizvod daje laktam enamidnog tipa, tj. 7-aza-B-homoholest-4-en-6-on (6). Fotoreakcijom istog jedinjenja u metanolu ili u rastvoru benzen-sirćetna kiselina, nastaje smesa proizvoda koju čine polazni keton 3 i proizvodi Z/E izomerizacije, dok je laktam 6 dobiven u vrlo niskom prinosu (7%) samo u metanolnom rastvoru.sr
dc.publisherSerbian Chemical Society
dc.rightsopenAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.sourceJournal of the Serbian Chemical Society
dc.subject(Z)-cholest-4-en-6-one oximeen
dc.subject7-aza-B-homocholest-4-en-6-oneen
dc.subjectBeckmann rearrangementen
dc.subjectphotoreactionen
dc.titlePhotochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oximeen
dc.titleFotohemijsko i Bekmanovo premeštanje(z)-holest-4-en-6-on oksimasr
dc.typearticle
dc.rights.licenseBY-NC-ND
dcterms.abstractКрстић, Наталија; Павловић, Владимир Д.; Дабовић, Милан М.; Бјелаковић, Мира; Лоренц, Љубинка Б.; Фотохемијско и Бекманово премештање(з)-холест-4-ен-6-он оксима; Фотохемијско и Бекманово премештање(з)-холест-4-ен-6-он оксима;
dc.citation.volume69
dc.citation.issue6
dc.citation.spage413
dc.citation.epage420
dc.citation.other69(6): 413-420
dc.citation.rankM23
dc.identifier.doi10.2298/JSC0406413K
dc.identifier.rcubConv_184
dc.identifier.fulltexthttp://cer.ihtm.bg.ac.rs//bitstream/id/7945/146.pdf
dc.identifier.scopus2-s2.0-4143050175
dc.identifier.wos000222393300001
dc.type.versionpublishedVersion


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