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Kinetic Resolution of Secondary Allyl Boronates and Their Application in the Synthesis of Homoallylic Amines

dc.contributor.authorVillar Arango, Laura
dc.contributor.authorOrlov, Nikolai V.
dc.contributor.authorKondratyev, Nikolay S.
dc.contributor.authorUria Pujana, Uxue ORCID
dc.contributor.authorVicario Hernando, José Luis ORCID
dc.contributor.authorMalkov, Andrei V.
dc.date.accessioned2023-12-01T10:29:25Z
dc.date.available2023-12-01T10:29:25Z
dc.date.issued2018-09-02
dc.identifier.citationChemistry - A European Journal 24(61) : 16262-16265(2018)es_ES
dc.identifier.issn0947-6539 (print)
dc.identifier.issn1521-3765 (electronic)
dc.identifier.urihttp://hdl.handle.net/10810/63300
dc.description.abstractHighly enantioenriched, chromatographically-stable secondary allyl boronates featuring a 1,1,2,2-tetraethyl-1,2-ethanediol fragment (Epin) were obtained by kinetic resolution of their racemic mixtures. The Epin group at boron considerably improved stability of allyl boronates allowing them to be readily isolated by chromatography on silica. The resolved reagents were applied in stereoselective synthesis of homoallylic amines with an internal double bond employing unprotected imines formed in situ from aldehydes and ammonia. The reactions proceeded with an excellent transfer of chiralityes_ES
dc.description.sponsorshipLeverhulme Trust for the Research grant RGP-2015-351. Spanish MINECO (FEDER-CTQ2017-83633-P and FPI-BES-2012–051856 fellowship to L.V.) and Basque Government (IT908-16).es_ES
dc.language.isoenges_ES
dc.publisherWiley-VCHes_ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/FEDER-CTQ2017-83633-Pes_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.subjectallylationes_ES
dc.subjectamineses_ES
dc.subjectasymmetric synthesises_ES
dc.subjectkinetic resolutiones_ES
dc.subjectstereoselectivityes_ES
dc.titleKinetic Resolution of Secondary Allyl Boronates and Their Application in the Synthesis of Homoallylic Amineses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holder© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheimes_ES
dc.relation.publisherversionhttps://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.201804395es_ES
dc.relation.publisherversionhttps://doi.org/10.1002/chem.201804395es_ES
dc.identifier.doi10.1002/chem.201804395
dc.departamentoesQuímica orgánica IIes_ES
dc.departamentoeuKimika organikoa IIes_ES


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