Asymmetric Hydrogenation of Furan- containing Ketones over Tartaric Acid-modified Raney Nickel Catalyst
The hydrogenation of b-keto esters containing a furan unit at the conjugated position to the b-carbonyl group was carried out over a chiral heterogeneous catalyst, tartaric acid-modified Raney nickel. The hydrogenation first proceeds at the carbonyl to give optically active alcohols, but a simple su...
| Autores: | , , , , , , |
|---|---|
| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2004 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/76786 |
| Acceso en línea: | http://hdl.handle.net/11336/76786 |
| Access Level: | acceso abierto |
| Palabra clave: | Asymetric Hydrogenation Furane Tartaric Modified Raney Nickel Ketones https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | The hydrogenation of b-keto esters containing a furan unit at the conjugated position to the b-carbonyl group was carried out over a chiral heterogeneous catalyst, tartaric acid-modified Raney nickel. The hydrogenation first proceeds at the carbonyl to give optically active alcohols, but a simple substrate undergoes further hydrogenation of the furan part to produce a diastereomeric mixture of alcohols having a tetrahydrofuran moiety. This overreduction was efficiently suppressed by substitutions of a substituent at the furan part. The optical yield at the hydroxy group is in the range of 40–90%. |
|---|