Mostrar el registro sencillo del ítem

dc.contributor.authorVirumbrales Ortiz, Cintia 
dc.contributor.authorSuarez Pantiga, Samuel 
dc.contributor.authorMarín Luna, Marta
dc.contributor.authorSilva López, Carlos
dc.contributor.authorSanz Díez, Roberto 
dc.date.accessioned2020-10-29T10:46:57Z
dc.date.available2020-10-29T10:46:57Z
dc.date.issued2020-07
dc.identifier.issn0947-6539
dc.identifier.urihttp://hdl.handle.net/10259/5531
dc.description.abstractThe first general regio‐ and stereoselective 5‐exo gold(I)‐catalyzed alkoxycyclization of a specific class of 1,5‐enynes such as 1,3‐dien‐5‐ynes has been described, despite 1,5‐enynes being known to almost invariably proceed via endo cyclizations under gold‐catalysis. The configuration of the terminal alkene in the starting 1,3‐dien‐5‐yne plays a crucial role on the regiochemical outcome of the reaction. A wide variety of interesting alkoxy‐functionalized alkylidenecyclopentenes have been synthesized from 1‐monosubstituted (E)‐1,3‐dien‐5‐ynes. On the contrary, the corresponding Z isomers evolve affording formal 6‐endo cyclization products. In addition, mechanistic exploration supports a highly stabilized carbocation as a key intermediate instead of a highly constrained cyclopropyl gold carbene from E isomers, and also accounts for the well differentiated reactivity observed between both E/Z geometrical isomers as well as for the stereochemical outcome of the reaction.es
dc.description.sponsorshipMinisterio de Ciencia eInnovacinand FEDER (CTQ2016-75023-C2-1-P and 2-P), Junta de Castilla yLenand FEDER (BU291P18) and Xunta de Galiza (ED431C2017/70and ED431E 2018/07)es
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherWileyes
dc.relation.ispartofChemistry – A European Journal. 2020, V. 26, n. 38, 8443-8451es
dc.subject.otherQuímica orgánicaes
dc.subject.otherChemistry, Organices
dc.titleUnlocking the 5‐ exo Pathway with the Au I ‐Catalyzed Alkoxycyclization of 1,3‐Dien‐5‐yneses
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.relation.publisherversionhttps://doi.org/10.1002/chem.202001296es
dc.identifier.doi10.1002/chem.202001296
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN/CTQ2016-75023-C2-1-Pes
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN/CTQ2016-75023-C2-2-Pes
dc.relation.projectIDinfo:eu-repo/grantAgreement/JCyL/BU291P18es
dc.relation.projectIDinfo:eu-repo/grantAgreement/XG/ED431C2017/70es
dc.relation.projectIDinfo:eu-repo/grantAgreement/XG/ED431E 2018-07es
dc.identifier.essn1521-3765
dc.journal.titleChemistry – A European Journales
dc.volume.number26es
dc.issue.number38es
dc.page.initial8443es
dc.page.final8451es
dc.type.hasVersioninfo:eu-repo/semantics/submittedVersiones


Ficheros en este ítem

Thumbnail

Este ítem aparece en la(s) siguiente(s) colección(ones)

Mostrar el registro sencillo del ítem