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http://hdl.handle.net/2445/163240
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DC Field | Value | Language |
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dc.contributor.author | Camps García, Pelayo | - |
dc.contributor.author | Lozano Mena, David | - |
dc.contributor.author | Guitián, E. | - |
dc.contributor.author | Peña, D. | - |
dc.contributor.author | Pérez, D. | - |
dc.contributor.author | Font Bardia, Ma. Mercedes | - |
dc.contributor.author | Llamas-Saíz, A.L. | - |
dc.date.accessioned | 2020-05-30T10:06:26Z | - |
dc.date.available | 2020-05-30T10:06:26Z | - |
dc.date.issued | 2017-03-27 | - |
dc.identifier.issn | 1434-193X | - |
dc.identifier.uri | http://hdl.handle.net/2445/163240 | - |
dc.description.abstract | Abstract: A convenient synthesis of an octacyclic compound containing an iodo and a trimethylsilyl group in vicinal double bridgehead positions, as a possible precursor of a pyramidalized alkene, is described. The key step of the synthesis consists of a double nucleophilic substitution of two neopentyl-type iodides by cyclopentadienide anions followed by two intramolecular Diels-Alder cycloadditions. All attempts to generate the expected pyramidalized alkene from the above precursor on reac-tion with different sources of fluoride failed. This octacyclic compound, which contains two disubstituted C=C bonds, underwent a chemo- and stereoselective Pd0-catalyzed co-cyclotrimerization with dimethyl acetylenedicarb-oxylate to give a nonacyclic cyclohexadiene derivative that can be aromatized upon reaction with CsF or transformed into a related fluoride upon reaction with AgF. | - |
dc.format.extent | 33 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Wiley-VCH | - |
dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.201601618 | - |
dc.relation.ispartof | European Journal of Organic Chemistry, 2017, vol. 2017, num. 12, p. 1594-1603 | - |
dc.relation.uri | https://doi.org/10.1002/ejoc.201601618 | - |
dc.rights | (c) Wiley-VCH, 2017 | - |
dc.source | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) | - |
dc.subject.classification | Reaccions químiques | - |
dc.subject.classification | Cicles biogeoquímics | - |
dc.subject.other | Chemical reactions | - |
dc.subject.other | Biogeochemical cycles | - |
dc.title | Straightforward synthesis of a vicinal double bridgehead iodo trimethylsilyl octacycle: unprecedented lack of reactivity of the silyl group in front of fluoride anions. | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 666953 | - |
dc.date.updated | 2020-05-30T10:06:27Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) |
Files in This Item:
File | Description | Size | Format | |
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666953.pdf | 2.06 MB | Adobe PDF | View/Open |
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