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dc.contributor.authorPertejo Fernández, Pablo
dc.contributor.authorCorres, Nazaret 
dc.contributor.authorTorroba Pérez, Tomás 
dc.contributor.authorGarcía Valverde, María 
dc.date.accessioned2017-07-27T11:07:43Z
dc.date.available2017-07-27T11:07:43Z
dc.date.issued2015-02-06
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10259/4543
dc.description.abstractEnantiopure 3-carboxamide-1,4-benzodiazepin-5-ones were synthesized via the Ugi reaction followed by the Staudinger/aza-Wittig or reduction reactions in only two steps. A complete reversal of diastereoselectivity was achieved depending on the cyclization methodology employed. The different orientation of the C3 substituent in our 3-substituted 1,4-benzodiazepin-5-ones with respect to the most studied 1,4-benzodiazepin-2-ones makes them complementary in the development of new drugs because the primary source of binding selectivity of 1,4-benzodiazepines is the selective recognition of ligand conformations by the receptor.en
dc.description.sponsorshipMinisterio de Economía y Competitividad, Spain (Project CTQ2012-31611), Junta de Castilla y León, Consejería de Educación y Cultura y Fondo Social Europeo (Project BU246A12-1) and the European Commission, Seventh Framework Programme (Project SNIFFER FP7-SEC-2012-312411).en
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherAmerican Chemical Societyen
dc.relation.ispartofOrganic Letters. 2015, V. 17, n. 3, p. 612–615en
dc.subject.otherChemistry, Organicen
dc.subject.otherQuímica orgánicaes
dc.titleReversal of diastereoselectivity in the synthesis of Peptidomimetic 3‑Carboxamide-1,4-benzodiazepin-5-onesen
dc.typeinfo:eu-repo/semantics/article
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.relation.publisherversionhttp://dx.doi.org/10.1021/ol503628r
dc.identifier.doi10.1021/ol503628r
dc.relation.projectIDinfo:eu-repo/grantAgreement/EC/FP7/312411
dc.type.hasVersioninfo:eu-repo/semantics/acceptedVersionen


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