Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/154828
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dc.contributor.authorBosch Hereu, Lluís-
dc.contributor.authorMola Solà, Laura-
dc.contributor.authorPetit, Elena-
dc.contributor.authorSaladrigas, Mar-
dc.contributor.authorEsteban, Jorge-
dc.contributor.authorCosta i Arnau, Anna M.-
dc.contributor.authorVilarrasa i Llorens, Jaume-
dc.date.accessioned2020-04-02T09:43:13Z-
dc.date.available2020-04-02T09:43:13Z-
dc.date.issued2017-10-20-
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/2445/154828-
dc.description.abstractA formal total synthesis of the cytotoxic macrolide amphidinolide E is reported. The strategic steps are three Julia-Kocienski reactions (J-K), for the formation of the C5-C6, C9-C10, and C17-C18 double bonds, a Suzuki-Molander C21-C22 bond formation reaction, and a Kita-Trost macrolactonization. The 'instability' of the two dienic systems and of the stereocenter at C2 (allylic methine, alpha to the carboxy group) and the protecting groups at C17-OH and C18-OH have posed difficult challenges. Each Julia-Kocienski olefination has been systematically optimized to provide the highest possible E/Z ratios.-
dc.format.extent14 p.-
dc.format.mimetypeapplication/pdf-
dc.language.isoeng-
dc.publisherAmerican Chemical Society-
dc.relation.isformatofVersió postprint del document publicat a: https://doi.org/10.1021/acs.joc.7b01973-
dc.relation.ispartofJournal of Organic Chemistry, 2017, vol. 82, num. 20, p. 11021-11034-
dc.relation.urihttps://doi.org/10.1021/acs.joc.7b01973-
dc.rights(c) American Chemical Society , 2017-
dc.subject.classificationSíntesi orgànica-
dc.subject.classificationEnllaços químics-
dc.subject.otherOrganic synthesis-
dc.subject.otherChemical bonds-
dc.titleFormal total synthesis of amphidinolide E-
dc.typeinfo:eu-repo/semantics/article-
dc.typeinfo:eu-repo/semantics/acceptedVersion-
dc.identifier.idgrec677636-
dc.date.updated2020-04-02T09:43:13Z-
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess-
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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