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http://hdl.handle.net/10261/179831
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Cruz, Daniel A. | - |
dc.contributor.author | Sinka, Victoria | - |
dc.contributor.author | Martín, Víctor S. | - |
dc.contributor.author | Padrón, Juan I. | - |
dc.date.accessioned | 2019-04-10T11:52:50Z | - |
dc.date.available | 2019-04-10T11:52:50Z | - |
dc.date.issued | 2018-09-25 | - |
dc.identifier | doi: 10.1021/acs.joc.8b01978 | - |
dc.identifier | e-issn: 1520-6904 | - |
dc.identifier | issn: 0022-3263 | - |
dc.identifier.citation | Journal of Organic Chemistry 83: 12632-12647 (2018) | - |
dc.identifier.uri | http://hdl.handle.net/10261/179831 | - |
dc.description.abstract | A direct iron(III)-catalyzed Prins-Peterson reaction involving α-substituted γ-triphenylsilyl bis-homoallylic alcohols and aldehydes is described. Thus, cis--2,7-disubstituted oxepenes were synthesized in a diastereoselective reaction using sustainable catalytic conditions (3-5 mol %). This highly productive process is the result of a cascade of three chemical events with the concomitant formation of a C-O bond, a C-C bond, and a endocyclic double bond, through a Prins cyclization followed by a Peterson-type elimination. This tandem reaction is chemoselective vs the classical Prins cyclization. | - |
dc.description.sponsorship | This research was supported by the Spanish MINECO and ACIISI (Gobierno de Canarias), cofinanced by the European Regional Development Fund (ERDF) (CTQ2014-56362-C2-1-P and ProID2017010118). D.A.C. thanks the Spanish MINECO for an F.P.I. fellowship. V.S. thanks Cajasiete-ULL for a predoctoral contract. | - |
dc.publisher | American Chemical Society | - |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-56362-C2-1-P; /ProID2017010118 | - |
dc.relation.isversionof | Postprint | - |
dc.rights | openAccess | en_EN |
dc.subject | Oxepenes | - |
dc.subject | Synthesis | - |
dc.title | Iron-Catalyzed Prins-Peterson Reaction for the Direct Synthesis of δ4-2,7-Disubstituted Oxepenes | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1021/acs.joc.8b01978 | - |
dc.relation.publisherversion | https://doi.org/10.1021/acs.joc.8b01978 | - |
dc.date.updated | 2019-04-10T11:52:50Z | - |
dc.description.version | Peer Reviewed | - |
dc.language.rfc3066 | eng | - |
dc.contributor.funder | Agencia Canaria de Investigación, Innovación y Sociedad de la Información | - |
dc.contributor.funder | Ministerio de Economía, Industria y Competitividad (España) | - |
dc.contributor.funder | European Commission | - |
dc.relation.csic | Sí | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100000780 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100010198 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100007757 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.grantfulltext | open | - |
item.openairetype | artículo | - |
item.fulltext | With Fulltext | - |
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Iron-Catalyzed Prins-Peterson_JIPadron_JOC18 .pdf | 1,38 MB | Adobe PDF | Visualizar/Abrir |
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