Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones via dynamic kinetic resolution.
Olga V ZatolochnayaSonia RodríguezYongda ZhangKendricks S LaoSergei TcyrulnikovGuisheng LiXiao-Jun WangBo QuSoumik BiswasHari P R MangunuruDaniel RivaltiJoshua D SieberJean-Nicolas DesrosiersJoyce C LeungNelu GrinbergHeewon LeeNizar HaddadNathan K YeeJinhua J SongMarisa C KozlowskiChris H SenanayakePublished in: Chemical science (2018)
A new class of tunable heterophosphole dimeric ligands have been designed and synthesized. These ligands have enabled the first examples of Cu-catalyzed hydrogenation of 2-substituted-1-tetralones and related heteroaryl ketones via dynamic kinetic resolution, simultaneously creating two contiguous stereogenic centers with up to >99 : 1 dr and 98 : 2 er. The ligand-Cu complexes were isolated and characterized by single crystal X-ray, and DFT calculations revealed a novel heteroligated dimeric copper hydride transition state.
Keyphrases
- molecular docking
- density functional theory
- molecular dynamics simulations
- single molecule
- aqueous solution
- molecular dynamics
- high resolution
- metal organic framework
- oxide nanoparticles
- solid state
- room temperature
- single cell
- magnetic resonance imaging
- estrogen receptor
- dual energy
- editorial comment
- magnetic resonance
- computed tomography
- mass spectrometry
- breast cancer cells
- monte carlo