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dc.contributor.authorMato Santamaría, Raquel
dc.contributor.authorManzano, Rubén ORCID
dc.contributor.authorReyes Martín, Efraim
dc.contributor.authorCarrillo Fernández, María Luisa ORCID
dc.contributor.authorUria Pujana, Uxue ORCID
dc.contributor.authorVicario Hernando, José Luis ORCID
dc.date.accessioned2023-12-12T11:33:24Z
dc.date.available2023-12-12T11:33:24Z
dc.date.issued2019
dc.identifier.citationJournal of the American Chemical Society 141(24) : 9495-9499(2019)es_ES
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126
dc.identifier.urihttp://hdl.handle.net/10810/63348
dc.description.abstractCatalytic and enantioselective approaches to transannular reactions are very limited and mostly are based on chiral Lewis acid catalyzed pericyclic reactions. In this report, we present an efficient and straightforward methodology to access bicyclic carbo- and heterocyclic scaffolds combining different ring sizes through transannular Morita–Baylis–Hillman reaction catalyzed by a chiral enantiopure bifunctional phosphine. The reaction is remarkably wide in scope and enables the use of a variety of medium and large size ketoenone substrates leading to the final products in high yields and providing excellent stereocontrol in the formation of a quaternary stereogenic center at the ring fusion. Moreover, its potential as a general tool in organic synthesis has been highlighted through the accomplishment of the first enantioselective total synthesis of (−)-γ-gurjunene, a sesquiterpene natural product.es_ES
dc.description.sponsorshipSpanish MICINN (FEDER-CTQ2017-83633-P 52107-P) and the Basque Government (GruposIT908-16 and fellowship to R. Mato)es_ES
dc.language.isoenges_ES
dc.publisherAmerican Chemical Societyes_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/CTQ2017-83633-P 52107-Pes_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.titleCatalytic Enantioselective Transannular Morita–Baylis–Hillman Reactiones_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holder© 2019, American Chemical Societyes_ES
dc.relation.publisherversionhttps://doi.org/10.1021/jacs.9b03679es_ES
dc.identifier.doi10.1021/jacs.9b03679
dc.departamentoesQuímica orgánica IIes_ES
dc.departamentoeuKimika organikoa IIes_ES


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