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dc.contributor.author | González-Liste, Pedro J. | es_ES |
dc.contributor.author | León, Félix | es_ES |
dc.contributor.author | Arribas, Inmaculada | es_ES |
dc.contributor.author | Rubio Moreno, Miguel | es_ES |
dc.contributor.author | García-Garrido, Sergio E. | es_ES |
dc.contributor.author | Cadierno, Victorio | es_ES |
dc.contributor.author | Pizzano, Antonio | es_ES |
dc.date.accessioned | 2016-06-14T09:10:14Z | - |
dc.date.available | 2016-06-14T09:10:14Z | - |
dc.date.issued | 2016 | - |
dc.identifier.citation | ACS Catalysis, 6: 3056-3060 (2016) | es_ES |
dc.identifier.uri | http://hdl.handle.net/10261/133408 | - |
dc.description.abstract | A synthesis of (Z)-1-alkyl-2-arylvinyl acetates 3 with broad scope is reported by using two complementary methods. The first one uses a stereospecific gold-catalyzed addition of acetic acid to 1-iodo-alkynes, followed by a Suzuki coupling. By the second, 1-methyl-2-arylvinyl substrates have been obtained selectively as the Z isomers by O-acylation of enolates of methyl benzyl ketones. In addition, the asymmetric hydrogenation of enol esters 3 has been covered for the first time. Using rhodium catalysts based on chiral phosphinephosphite ligands (P-OP), highly enantioselective hydrogenations (up to 99% ee) have been achieved for a wide range of substrates. Thus, the synthesis and enantioselective hydrogenation of 3 provides a convenient and versatile procedure for the synthesis of valuable chiral homobenzylic esters | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.relation.isversionof | Publisher's version | es_ES |
dc.rights | openAccess | es_ES |
dc.subject | Iodo-alkenes | es_ES |
dc.subject | Enol esters | es_ES |
dc.subject | Asymmetric hydrogenation | es_ES |
dc.subject | Chiral esters | es_ES |
dc.subject | Rh catalysts | es_ES |
dc.title | Highly Stereoselective Synthesis and Hydrogenation of (Z)‑1-Alkyl-2- arylvinyl Acetates: a Wide Scope Procedure for the Preparation of Chiral Homobenzylic Esters | es_ES |
dc.type | artículo | es_ES |
dc.identifier.doi | 10.1021/acscatal.6b00282 | - |
dc.description.peerreviewed | Peer reviewed | es_ES |
dc.relation.publisherversion | http://dx.doi.org/10.1021/acscatal.6b00282 | es_ES |
dc.rights.license | Creative Commons Attribution License | es_ES |
dc.relation.csic | Sí | es_ES |
oprm.item.hasRevision | no ko 0 false | * |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.languageiso639-1 | en | - |
item.fulltext | With Fulltext | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.cerifentitytype | Publications | - |
item.grantfulltext | open | - |
item.openairetype | artículo | - |
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acscatal%2E6b00282.pdf | 425,85 kB | Adobe PDF | Visualizar/Abrir |
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