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| Título: | (S)-Binam-L-prolinamide as organocatalyst for the enantioselective conjugate addition of α-alkoxyketones to β-nitrostyrene derivatives |
| Autor/es: | Guillena Townley, Gabriela | Nájera Domingo, Carmen | Viózquez Cámara, Santiago Fidel | Yus Astiz, Miguel |
| Grupo/s de investigación o GITE: | Derivados de Aminoácidos y Péptidos en Síntesis Orgánica | Procesos Catalíticos en Síntesis Orgánica | Nuevas Metodologías en Síntesis Orgánica |
| Centro, Departamento o Servicio: | Universidad de Alicante. Departamento de Química Orgánica |
| Palabras clave: | Asymmetric synthesis | Conjugate addition | Nitroolefins | Organocatalysis | Prolinamides |
| Área/s de conocimiento: | Química Orgánica |
| Issue Date: | 4-Feb-2011 |
| Editor: | Arkat USA, Inc. |
| Cita bibliográfica: | GUILLENA TOWNLEY, Gabriela, et al. "(S)-Binam-L-prolinamide as organocatalyst for the enantioselective conjugate addition of α-alkoxyketones to β-nitrostyrene derivatives". ARKIVOC. Vol. 2011 (III). ISSN 1551-7004, pp. 166-178 |
| Resumen: | (S)-Binam-L-prolinamide (20 mol%) catalyze the enantioselective Michael addition of several α-alkoxyketones to different β-nitrostyrene derivatives. In the study of the optimization of the reaction conditions it was found surprisingly that hexane is the solvent of choice to carry out such transformation. Under these reaction conditions, the corresponding highly functionalized products were obtained in good yields (up to 90%), mainly as syn-diastereomers with moderate diastereo- and enantioselectivities. |
| Patrocinador/es: | This research was supported by the Ministerio de Ciencia e Innovación (Projects CTQ2007-62771/BQU, CTQ2007-65218/BQU and Consolider Ingenio 2010 CSD2007-00006), the Generalitat Valenciana (Project PROMETEO/2009/039, FEDER) and the University of Alicante (UA). |
| URI: | http://hdl.handle.net/10045/16189 |
| ISSN: | 1551-7004 (Print) | 1551-7012 (Online) |
| Idioma: | eng |
| Tipo: | info:eu-repo/semantics/article |
| Revisión científica: | si |
| Publisher version: | http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2011/3/ |
| Appears in Collections: | INV - DAPSO - Artículos
INV - PCSO - Artículos de Revistas
INV - MESO - Artículos de Revistas
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