Dual chiral silver catalyst in the synthetic approach to the core of hepatitis C virus inhibitor GSK 625433 using enantioselective 1,3-dipolar cycloaddition of azomethine ylides and electrophilic alkenes
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Campo DC | Valor | Idioma |
---|---|---|
dc.contributor | Síntesis Asimétrica (SINTAS) | es_ES |
dc.contributor.author | Chabour, Ihssene | - |
dc.contributor.author | Castelló Moncayo, Luis Miguel | - |
dc.contributor.author | Mancebo Aracil, Juan | - |
dc.contributor.author | Martín Rodríguez, María | - |
dc.contributor.author | Retamosa, Maria de Gracia | - |
dc.contributor.author | Nájera, Carmen | - |
dc.contributor.author | Sansano, Jose M. | - |
dc.contributor.other | Universidad de Alicante. Departamento de Química Orgánica | es_ES |
dc.contributor.other | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica | es_ES |
dc.date.accessioned | 2017-11-08T16:32:03Z | - |
dc.date.available | 2017-11-08T16:32:03Z | - |
dc.date.issued | 2017-10-15 | - |
dc.identifier.citation | Tetrahedron: Asymmetry. 2017, 28(10): 1423-1429. doi:10.1016/j.tetasy.2017.08.011 | es_ES |
dc.identifier.issn | 0957-4166 (Print) | - |
dc.identifier.issn | 1362-511X (Online) | - |
dc.identifier.uri | http://hdl.handle.net/10045/71011 | - |
dc.description.abstract | The asymmetric 1,3-dipolar cycloaddition of an imino ester 5 with tert-butyl acrylate is catalyzed by a dual chiral silver(I) complex formed from a chiral phosphoramidite 14 and the chiral silver(I) binolphosphate (R)-17. This reaction is selected to achieve the synthesis of enantiomerically enriched key structures to access the third generation of GSK HCV inhibitors. The scope of this dual chiral catalytic system is analyzed by employing different imino esters and dipolarophiles, and also compared with the same cycloaddition reactions performed with the chiral phosphoramidite 14·AgClO4 complex. | es_ES |
dc.description.sponsorship | Financial support was provided by the Spanish Ministerio de Ciencia e Innovación (MICINN) (projects CTQ2010-20387, and Consolider Ingenio 2010, CSD2007-00006), the Spanish Ministerio de Economía y Competitividad (MINECO) (projects CTQ2013-43446-P and CTQ2014-51912-REDC), the Spanish Ministerio de Economía, Industria y Competitividad, Agencia Estatal de Investigación (AEI) and Fondo Europeo de Desarrollo Regional (FEDER, EU) (projects CTQ2016-76782-P and CTQ2016-81797-REDC), the Generalitat Valenciana (PROMETEO 2009/039 and PROMETEOII/2014/017), and the University of Alicante. | es_ES |
dc.language | eng | es_ES |
dc.publisher | Elsevier | es_ES |
dc.rights | © 2017 Elsevier Ltd. | es_ES |
dc.subject | Dual chiral silver | es_ES |
dc.subject | Catalysts | es_ES |
dc.subject | 1,3-dipolar cycloaddition | es_ES |
dc.subject | Azomethine ylides | es_ES |
dc.subject | Electrophilic alkenes | es_ES |
dc.subject.other | Química Orgánica | es_ES |
dc.title | Dual chiral silver catalyst in the synthetic approach to the core of hepatitis C virus inhibitor GSK 625433 using enantioselective 1,3-dipolar cycloaddition of azomethine ylides and electrophilic alkenes | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.peerreviewed | si | es_ES |
dc.identifier.doi | 10.1016/j.tetasy.2017.08.011 | - |
dc.relation.publisherversion | http://dx.doi.org/10.1016/j.tetasy.2017.08.011 | es_ES |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es_ES |
Aparece en las colecciones: | INV - SINTAS - Artículos de Revistas |
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2017_Chabour_etal_TetraAsym_preprint.pdf | Preprint (acceso abierto) | 1,65 MB | Adobe PDF | Abrir Vista previa |
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