| Title | Atroposelective Transfer Hydrogenation of Biaryl Aminals via Dynamic Kinetic Resolution. Synthesis of Axially Chiral Diamines |
|---|---|
| Authors | CARMONA CARMONA, JOSÉ ALBERTO, Rodriguez-Franco, Carlos , Lopez-Serrano, Joaquin , Ros, Abel , Iglesias-Siguenza, Javier , Fernandez, Rosario , Lassaletta, Jose M. , Hornillos, Valentin |
| External publication | Si |
| Means | ACS Catal. |
| Scope | Article |
| Nature | Científica |
| JCR Quartile | 1 |
| SJR Quartile | 1 |
| JCR Impact | 13.7 |
| SJR Impact | 4.202 |
| Publication date | 02/04/2021 |
| ISI | 000637003700032 |
| DOI | 10.1021/acscatal.1c00571 |
| Abstract | An efficient dynamic kinetic resolution (DKR) approach for the synthesis of axially chiral diamines has been developed on the basis of a ruthenium-catalyzed enantioselective transfer hydrogenation. The strategy relies on the configurational instability of cyclic biaryl aminal precursors in equilibrium with their amino-imine open forms, as supported by DFT calculations. This protocol features a broad substrate scope of aliphatic amines and biaryl scaffolds and proceeds under very mild conditions, allowing the preparation of BINAM homologues in good to high yields and nearly perfect enantioselectivities (up to 99% ee). |
| Keywords | asymmetric catalysis; dynamic kinetic resolution; transfer hydrogenation; axial chirality; diamines |
| Universidad Loyola members |