Enantioselective preparation of delta-valerolactones using horse liver alcohol dehydrogenase
Horse liver alcohol dehydrogenase (HLADH) has been found to be a versatile biocatalyst for the desymmetrization of prochiral 3‐arylpentane‐1,5‐diols, based on a two‐step one‐pot oxidation. This procedure has allowed the formation of valuable (S)‐lactones in good to excellent conversions and enantiom...
| Autores: | , , , |
|---|---|
| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2013 |
| País: | España |
| Institución: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repositorio: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:2445/125021 |
| Acceso en línea: | https://hdl.handle.net/2445/125021 |
| Access Level: | acceso abierto |
| Palabra clave: | Biocatàlisi Síntesi asimètrica Biocatalysis Asymmetric synthesis |
| Sumario: | Horse liver alcohol dehydrogenase (HLADH) has been found to be a versatile biocatalyst for the desymmetrization of prochiral 3‐arylpentane‐1,5‐diols, based on a two‐step one‐pot oxidation. This procedure has allowed the formation of valuable (S)‐lactones in good to excellent conversions and enantiomeric excess. The catalytic performance of HLADH has been studied using several cofactor regeneration systems and cosolvents, finding great improvements in terms of activity with L‐lactate dehydrogenase, while the stereoselectivity of the process was significantly improved when using tetrahydrofuran. Docking studies has revealed the pattern substitution importance in the selectivity and activity of this oxidative process |
|---|