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Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate
dc.creator | Petrović, G. | |
dc.creator | Saičić, Radomir | |
dc.creator | Čeković, Živorad | |
dc.date.accessioned | 2018-11-22T00:02:42Z | |
dc.date.available | 2018-11-22T00:02:42Z | |
dc.date.issued | 1999 | |
dc.identifier.issn | 0936-5214 | |
dc.identifier.uri | https://cherry.chem.bg.ac.rs/handle/123456789/415 | |
dc.description.abstract | The synthesis of acetyl scopine using tropine as a starting compound was achieved. Free radical phenylthio group transfer to the 6-position, in the reaction of N-carbethoxy nortropine-3 alpha-benzenesulfenate with hexabutylditin, is a key step of this synthetic approach to scopine. The reaction of N-carbethoxy nortropine-benzenesulfenate with tributyltin hydride in the presence of a radicophilic olefin involves Michael type alkylation at the 6-position of tropine skeleton affording 6-(2-carbethoxyethyl)-N-carbethoxy nortropine in 31% yield. | en |
dc.publisher | Georg Thieme Verlag, Stuttgart | |
dc.rights | restrictedAccess | |
dc.source | Synlett | |
dc.subject | 6,7-dehydrotropine | en |
dc.subject | scopine | en |
dc.subject | tropine benzenesulfenate | en |
dc.subject | intramolecular radical reactions | en |
dc.subject | 1,5-hydrogen shift | en |
dc.title | Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Саичић, Радомир; Петровиц, Г; Цековиц, З; | |
dc.citation.issue | 5 | |
dc.citation.spage | 635 | |
dc.citation.epage | 637 | |
dc.identifier.wos | 000080790200042 | |
dc.identifier.doi | 10.1055/s-1999-2658 | |
dc.citation.other | (5): 635-637 | |
dc.citation.rank | M21 | |
dc.type.version | publishedVersion | en |
dc.identifier.scopus | 2-s2.0-0141894152 |
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