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dc.contributor.authorCamps García, Pelayo-
dc.contributor.authorLozano Mena, David-
dc.contributor.authorGuitián, E.-
dc.contributor.authorPeña, D.-
dc.contributor.authorPérez, D.-
dc.contributor.authorFont Bardia, Ma. Mercedes-
dc.contributor.authorLlamas-Saíz, A.L.-
dc.description.abstractAbstract: 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.extent33 p.-
dc.relation.isformatofVersió postprint del document publicat a:
dc.relation.ispartofEuropean Journal of Organic Chemistry, 2017, vol. 2017, num. 12, p. 1594-1603-
dc.rights(c) Wiley-VCH, 2017-
dc.subject.classificationReaccions químiques-
dc.subject.classificationCicles biogeoquímics-
dc.subject.otherChemical reactions-
dc.subject.otherBiogeochemical cycles-
dc.titleStraightforward synthesis of a vicinal double bridgehead iodo trimethylsilyl octacycle: unprecedented lack of reactivity of the silyl group in front of fluoride anions.-
Appears in Collections:Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)

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