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http://hdl.handle.net/10261/65137
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Gálvez, José A. | - |
dc.contributor.author | Díaz de Villegas, María D. | - |
dc.contributor.author | Badorrey, Ramón | - |
dc.contributor.author | López-Ram-de-Víu, Pilar | - |
dc.date.accessioned | 2013-01-25T12:34:44Z | - |
dc.date.available | 2013-01-25T12:34:44Z | - |
dc.date.issued | 2011 | - |
dc.identifier | doi: 10.1039/C1OB06216F | - |
dc.identifier | issn: 1477-0520 | - |
dc.identifier | e-issn: 1477-0539 | - |
dc.identifier.citation | Organic and Biomolecular Chemistry 9(23): 8155-8162 (2011) | - |
dc.identifier.uri | http://hdl.handle.net/10261/65137 | - |
dc.description.abstract | The regio- and stereoselective ring-opening of a 2-(2′-oxiranyl)-1,2,3,6-tetrahydropyridine using organometallic reagents is reported. The choice of the organometallic reagent determines the formation of either 2-[(R)-1-hydroxyalkyl]- or 2-[(S)-2-hydroxy-1-alkyl]-1,2,3,6-tetrahydropyridines. The formation of 2-[(S)-2-hydroxy-1-alkyl]-1,2,3,6-tetrahydropyridines is a rare example of epoxide ring-opening with retention of configuration. The process has been applied to the asymmetric synthesis of β-(+)-conhydrine and to the formal synthesis of (2S,2′R)-erythro-methylphenidate from a common precursor. Extension of the structural diversity of the process has allowed the synthesis of several β-(+)-conhydrine analogs. | - |
dc.description.sponsorship | Financial support from the Spanish Ministry of Science and Innovation and European Regional Development Fund (CTQ2008- 00187/BQU) and the Government of Aragón (GA E-71) is acknowledged. | - |
dc.language.iso | eng | - |
dc.publisher | Royal Society of Chemistry (UK) | - |
dc.rights | closedAccess | - |
dc.title | Switch in regioselectivity of epoxide ring-opening by changing the organometallic reagent | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1039/C1OB06216F | - |
dc.date.updated | 2013-01-25T12:34:44Z | - |
dc.description.version | Peer Reviewed | - |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairetype | artículo | - |
item.grantfulltext | none | - |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
item.languageiso639-1 | en | - |
Aparece en las colecciones: | (ISQCH) Artículos |
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accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
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