Enantioselective addition of alkynyl ketones to nitroolefins assisted by Brønsted base/H-bonding catalysis

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dc.contributor.authorCampano, Teresa E.
dc.contributor.authorIriarte, Igor
dc.contributor.authorOlaizola, Olatz
dc.contributor.authorEtxabe, Julen
dc.contributor.authorMielgo, Antonia
dc.contributor.authorGanboa, Iñaki
dc.contributor.authorOdriozola Ibarguren, José Manuel
dc.contributor.authorGarcía Castillo, Jesús María
dc.contributor.authorOiarbide, Mikel
dc.contributor.authorPalomo, Claudio
dc.contributor.departmentZientziakeu
dc.contributor.departmentInstitute for Advanced Materials and Mathematics - INAMAT2en
dc.contributor.departmentCienciases_ES
dc.date.accessioned2019-12-20T09:14:03Z
dc.date.available2020-01-16T00:00:21Z
dc.date.issued2019
dc.description.abstractVarious sets of enolizable alkynyl ketones (including methyl ynones with α-aryl, α-alkenyl, and α-alkoxy groups) were able to react smoothly with nitroolefins with the assistance of bifunctional Brønsted base/H-bond catalysts to provide adducts with two consecutive tertiary stereocenters in a highly diastereo- and enantioselective fashion. Further transformation of the obtained adducts into optically active acyclic and polycyclic molecules, including some with intricate carbon skeletons, was also demonstrated.en
dc.description.sponsorshipFinancial support was provided by the University of the Basque Country UPV/EHU (UFI QOSYC 11/22), Basque Government (BG Grant No IT-628-13), and Ministerio de Economía y Competitividad (MINECO, Grant CTQ2016-78487-C2), Spain, T.C. thanks MINECO, and I.I. and O.O. thank BG for fellowships.en
dc.embargo.lift2020-01-16
dc.embargo.terms2020-01-16
dc.format.extent9 p.
dc.format.mimetypeapplication/pdfen
dc.identifier.doi10.1002/chem.201805542
dc.identifier.issn0947-6539
dc.identifier.urihttps://academica-e.unavarra.es/handle/2454/35938
dc.language.isoengen
dc.publisherWileyen
dc.relation.ispartofChemistry: A European Journal, 2019, 25 (17), 4390-4397en
dc.relation.projectIDinfo:eu-repo/grantAgreement/ES/1PE/CTQ2016-78487/
dc.relation.publisherversionhttps://doi.org/10.1002/chem.201805542
dc.rights© 2019 Wiley-VCH Verlag GmbH &Co. KGaA, Weinheimen
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.subjectAlkynyl ketonesen
dc.subjectAsymmetric catalysisen
dc.subjectBrønsted basesen
dc.subjectMichael reactionen
dc.subjectOrganocatalysisen
dc.titleEnantioselective addition of alkynyl ketones to nitroolefins assisted by Brønsted base/H-bonding catalysisen
dc.typeinfo:eu-repo/semantics/article
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
dspace.entity.typePublication
relation.isAuthorOfPublication7eb540a5-6611-491d-a1a6-7fadcff366f0
relation.isAuthorOfPublicationcc7e9b93-b971-4b05-9d6c-a8e93ab0a131
relation.isAuthorOfPublication.latestForDiscovery7eb540a5-6611-491d-a1a6-7fadcff366f0

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