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Highly diastereoselective Barbier allylation and iminium cyclization: a simple entry to bicyclic and tricyclic piperazinones

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dc.contributor.authorViso Beronda, Alma
dc.contributor.authorFernández de la Pradilla Sainz de Aja, Roberto
dc.contributor.authorFlores Aguilar-Amat, Aída
dc.contributor.authorÁguila Sánchez, Miguel Ángel del
dc.date.accessioned2024-02-06T09:19:38Z
dc.date.available2024-02-06T09:19:38Z
dc.date.issued2008-12-15
dc.description.abstractBarbier allylation of 5,6-dihydropyrazin-2(1H)-ones leads to a single isomer of 3-allylpiperazin-2-ones in high yields. Further Pictet–Spengler–Grieco cyclization of 3-allylpiperazin-2-ones with aldehydes provides bicyclic and tricyclic piperazinones with high diastereoselectivity.
dc.description.departmentDepto. de Química en Ciencias Farmacéuticas
dc.description.facultyFac. de Farmacia
dc.description.refereedTRUE
dc.description.sponsorshipDirección General de Ingresos
dc.description.sponsorshipComunidad de Madrid
dc.description.statuspub
dc.identifier.citationViso A, Fernández De La Pradilla R, Flores A, Del Águila MA. Highly diastereoselective Barbier allylation and iminium cyclization: a simple entry to bicyclic and tricyclic piperazinones. Tetrahedron 2008;64:11580–8. https://doi.org/10.1016/j.tet.2008.10.034
dc.identifier.doi10.1016/j.tet.2008.10.034
dc.identifier.officialurlhttps://doi.org/10.1016/j.tet.2008.10.034
dc.identifier.urihttps://hdl.handle.net/20.500.14352/99303
dc.journal.titleTetrahedron
dc.language.isoeng
dc.page.final11588
dc.page.initial11580
dc.publisherElsevier
dc.relation.projectIDinfo:eu-repo/grantAgreement/CTQ2006-04522/BQU
dc.relation.projectIDS2006-SAL-0249
dc.rights.accessRightsrestricted access
dc.subject.keywordPiperazines
dc.subject.keywordDiastereoselective allylation
dc.subject.keywordIminium cyclization
dc.subject.ucmQuímica orgánica (Química)
dc.subject.unesco2306 Química Orgánica
dc.titleHighly diastereoselective Barbier allylation and iminium cyclization: a simple entry to bicyclic and tricyclic piperazinones
dc.typejournal article
dc.volume.number64
dspace.entity.typePublication
relation.isAuthorOfPublication2190c837-be93-4816-bf4a-6695e683f4c2
relation.isAuthorOfPublication.latestForDiscovery2190c837-be93-4816-bf4a-6695e683f4c2

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