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dc.contributor.authorFrancisco, Cosme G.en_US
dc.contributor.authorFreire, Raimundoen_US
dc.contributor.authorHernández, Rosendoen_US
dc.contributor.authorMelián, Danielen_US
dc.contributor.authorSalazar, José A.en_US
dc.contributor.authorSuárez, Ernestoen_US
dc.date.accessioned2009-10-28T09:04:15Z-
dc.date.available2009-10-28T09:04:15Z-
dc.date.issued1983en_US
dc.identifier.citationJournal of the Chemical Society - Perkin Transactions 1: 2325-2328 (1983)en_US
dc.identifier.issn0300-922X-
dc.identifier.urihttp://hdl.handle.net/10261/18134-
dc.description4 pages.-
dc.description.abstractThe thermal decomposition of several nitroamines has been investigated. The axial nitroamines 6-nitro-amino-5-cholestan-3-yl acetate (1) and 23R-nitroamino-(20S,22S,25S)-5-spirostan-3-yl acetate (8) gave exclusively nitrogen-free olefins. The trans-diaxial -hydroxy nitroamines (2) and (3) afforded the 5- and 4-oxirane (6) and (7), and small amounts of the corresponding trans-diols (4) and (5). The 7- and 7-nitroaminocholest-5-en-3-yl acetate (10) and (11) gave 7-oxocholesteryl acetate (14) and a mixture of the 7- and 7-alcohol (12) and (13) with 50 and 33% inversion of configuration, respectively. The oxidation product adamantanone (16) was produced together with adamantan-2-ol (20) in the pyrolysis of 2-nitroaminoadamantane (19). Carbon–carbon rearrangement was observed in the case of exo-2-nitroaminobornane (22) and 20-nitroaminopregn-5-en-3-yl acetate (25). The nitroamine (25) yielded the 3-o-acetyl derivatives of pregna-5,20-dien-3-ol, (29), pregna-5,17(20)(E)-dien-3-ol, (30), 3-hydroxypregn-5-en-20-one, (28), 17-methyl-D-homoandrost-5-ene-3,17a-diol, (31), and a mixture of pregn-5-ene-3,20-diols (26) and (27). Camphene (23) and tricyclene (24) was obtained from exo-2-nitroaminobornane (22). Mechanisms for the formation of these products are discussed.-
dc.format.extent2373 bytes-
dc.format.extent660769 bytes-
dc.format.mimetypetext/plain-
dc.format.mimetypeapplication/pdf-
dc.language.isoengen_US
dc.publisherRoyal Society of Chemistry (UK)-
dc.rightsclosedAccessen_US
dc.titleSteroidal N-nitroamines. Part 3. Pyrolitic denitroamination of N-nitroamino-adamantane and -bornane, and of several steroidal N-nitroaminesen_US
dc.typeartículoen_US
dc.identifier.doi10.1039/P19830002325-
dc.relation.publisherversionhttp://dx.doi.org/10.1039/P19830002325-
dc.type.coarhttp://purl.org/coar/resource_type/c_6501es_ES
item.openairetypeartículo-
item.cerifentitytypePublications-
item.languageiso639-1en-
item.grantfulltextnone-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.fulltextNo Fulltext-
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