Enantioselective 1,3-dipolar cycloadditions of azlactones and electrophilic alkenes catalyzed by dimeric BinapAuTFA complexes
Por favor, use este identificador para citar o enlazar este ítem:
http://hdl.handle.net/10045/20247
Registro completo de metadatos
| Campo DC | Valor | Idioma |
|---|---|---|
| dc.contributor | Procesos Catalíticos en Síntesis Orgánica | en |
| dc.contributor.author | Martín Rodríguez, María | - |
| dc.contributor.author | Nájera, Carmen | - |
| dc.contributor.author | Sansano, Jose M. | - |
| dc.contributor.other | Universidad de Alicante. Departamento de Química Orgánica | en |
| dc.date.accessioned | 2012-01-09T12:32:39Z | - |
| dc.date.available | 2012-01-09T12:32:39Z | - |
| dc.date.created | 2011 | - |
| dc.date.issued | 2011 | - |
| dc.identifier.citation | MARTÍN RODRÍGUEZ, María; NÁJERA, Carmen; SANSANO, José M. "Enantioselective 1,3-dipolar cycloadditions of azlactones and electrophilic alkenes catalyzed by dimeric BinapAuTFA complexes". Synlett, 2012, 23. ISSN 0936-5214, pp. 62-65 | en |
| dc.identifier.issn | 0936-5214 (Print) | - |
| dc.identifier.issn | 1437-2096 (Online) | - |
| dc.identifier.uri | http://hdl.handle.net/10045/20247 | - |
| dc.description.abstract | Glycine-derived azlactones react with maleimides using (S)- or (R)-dimeric BinapAuTFA complexes affording the corresponding cycloadducts in good yields and high enantioselections (up to 99% ee). The intermediate carboxylic acids are treated with trimethylsilyldiazomethane and isolated as Δ¹-pyrroline methyl esters. These cycloadducts are transformed into exo-proline derivatives by reduction with NaBH3CN in acidic media. On the other hand, N-benzoylalanine-derived oxazolone reacts with tert-butyl acrylate providing the cycloadduct with the ester group at the 3-position with a trans-relative configuration with respect to the methyl ester group. | en |
| dc.description.sponsorship | This work has been supported by the Spanish Ministerio de Ciencia e Innovación (MICINN) [Consolider INGENIO 2010 CSD2007-00006, CTQ2007-62771/BQU, CTQ2010-20387, FEDER, Generalitat Valenciana (PROMETEO/2009/039)], and by the University of Alicante. M.M.-R. also thanks MICINN for a grant. | en |
| dc.language | eng | en |
| dc.publisher | Georg Thieme Verlag | en |
| dc.rights | © Georg Thieme Verlag Stuttgart New York. http://www.thieme-connect.com/ejournals/toc/synlett | en |
| dc.subject | Gold | en |
| dc.subject | Binap | en |
| dc.subject | Cycloaddition | en |
| dc.subject | Azomethine ylides | en |
| dc.subject | Asymmetric catalysis | en |
| dc.subject.other | Química Orgánica | en |
| dc.title | Enantioselective 1,3-dipolar cycloadditions of azlactones and electrophilic alkenes catalyzed by dimeric BinapAuTFA complexes | en |
| dc.type | info:eu-repo/semantics/article | en |
| dc.peerreviewed | si | en |
| dc.identifier.doi | 10.1055/s-0030-1260334 | - |
| dc.relation.publisherversion | http://dx.doi.org/10.1055/s-0030-1260334 | en |
| dc.rights.accessRights | info:eu-repo/semantics/restrictedAccess | en |
| Aparece en las colecciones: | INV - PCSO - Artículos de Revistas INV - SINTAS - Artículos de Revistas | |
Archivos en este ítem:
| Archivo | Descripción | Tamaño | Formato | |
|---|---|---|---|---|
 Enantioselective 1,3-Dipolar .pdf | Versión final (acceso restringido) | 158,51 kB | Adobe PDF | Abrir Solicitar una copia |
Ver citas en Google Académico
Todos los documentos en RUA están protegidos por derechos de autor. Algunos derechos reservados.