| Título | Biocatalytic Atroposelective Synthesis of Axially Chiral N-Arylindoles via Dynamic Kinetic Resolution |
|---|---|
| Autores | Rodriguez-Salamanca, Patricia , de Gonzalo, Gonzalo , CARMONA CARMONA, JOSÉ ALBERTO, Lopez-Serrano, Joaquin , Iglesias-Siguenza, Javier , Fernandez, Rosario , Lassaletta, Jose M. , Hornillos, Valentin |
| Publicación externa | Si |
| Medio | ACS Catal. |
| Alcance | Article |
| Naturaleza | Científica |
| Cuartil JCR | 1 |
| Cuartil SJR | 1 |
| Impacto JCR | 11.3 |
| Impacto SJR | 3.847 |
| Fecha de publicacion | 06/01/2023 |
| ISI | 000905198600001 |
| DOI | 10.1021/acscatal.2c06175 |
| Abstract | A highly enantioselective biocatalytic dynamic kinetic resolution (DKR) of configurationally labile N-arylindole aldehydes is described. The DKR proceeds by atroposelective bioreduction of the carbonyl group catalyzed by commercial ketoreductases (KREDs), thus affording the corresponding axially chiral N-arylindole aminoalcohols, with excellent conversions and optical purities. The strategy relies on the racemization of the stereogenic axis that takes place thanks to a transient Lewis pair interaction between the NMe2 and the aldehyde groups. This protocol features a broad substrate scope under very mild conditions. |
| Palabras clave | asymmetric catalysis; axial chirality; N-aryl indoles; biocatalysis; dynamic kinetic resolution |
| Miembros de la Universidad Loyola |