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An improved approach to B-norsteroids: An one-pot preparation of 3β-acetoxy-5-oxo-5,6-seco-cholestan-6-oic and 3β-acetoxy-5,17-dioxo-5,6-seco-androstan-6-oic acids
dc.creator | Stevović, Ljubomir S. | |
dc.creator | Pavlović, Vladimir D. | |
dc.creator | Martinović, Saša B. | |
dc.creator | Dabović, Milan | |
dc.creator | Juranić, Ivan | |
dc.date.accessioned | 2019-04-26T14:53:21Z | |
dc.date.available | 2019-04-26T14:53:21Z | |
dc.date.issued | 1998 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/2706 | |
dc.description.abstract | A simple one-put procedure for the synthesis of the 5,6-seco-steroidal acids 9a,b in described in this paper. It consists of the epoxidation of the ▲ 5 -steroids, i.e., cholesteryl acetate (8a) and 17-oxo-aandrost-5-en-3β-yl acetate (8b) with peracetic acid (generated in situ by the H 2 WO 4 H 2 O 2 system), followed by the CrO 3 /H 2 SO_ oxidation of the thus formed epoxides. The 5,6-seco-steroidal acids 9a,b (obtained in about 90% and 77% yield, respectively) are transformed to the corresponding B-norsteroids by the known method (Beayer-Villiger oxidation and subsequent thermolysis of the respective β-lactones). | en |
dc.publisher | Serbian Chemical Society | |
dc.rights | openAccess | |
dc.source | Journal of the Serbian Chemical Society | |
dc.title | An improved approach to B-norsteroids: An one-pot preparation of 3β-acetoxy-5-oxo-5,6-seco-cholestan-6-oic and 3β-acetoxy-5,17-dioxo-5,6-seco-androstan-6-oic acids | en |
dc.type | article | en |
dc.rights.license | ARR | |
dcterms.abstract | Јуранић, Иван; Павловић, В Д; Мартиновић, С Б; Стевовић, Л С; Дабовић, М.; | |
dc.citation.volume | 63 | |
dc.citation.issue | 12 | |
dc.citation.spage | 955 | |
dc.citation.epage | 959 | |
dc.identifier.rcub | https://hdl.handle.net/21.15107/rcub_cer_2706 | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs/bitstream/id/16393/bitstream_16393.pdf | |
dc.identifier.scopus | 2-s2.0-0000199303 | |
dc.type.version | publishedVersion |