Straightforward Access to Enantioenriched cis-3-Fluoro-dihydroquinolin-4-ols Derivatives via Ru(II)-Catalyzed-Asymmetric Transfer Hydrogenation/Dynamic Kinetic Resolution
Ricardo Molina Betancourt, Phannarath Phansavath, Virginie Ratovelomanana‐Vidal
Abstract
Herein we report a practical method for the asymmetric transfer hydrogenation/dynamic kinetic resolution of N-Boc 3-fluoro-dihydrotetrahydroquinolin-4-ones into the corresponding cis-fluoro alcohols in 70–96% yields, up to 99:1 diastereomeric ratio (dr) and up to >99% ee (enantiomeric excess) by using the ruthenium complex Ts-DENEB and a formic acid/triethylamine (1:1) mixture as the hydrogen donor under mild conditions.
Topics & Concepts
Kinetic resolutionTransfer hydrogenationCatalysisCombinatorial chemistryKinetic energyChemistryResolution (logic)Enantioselective synthesisComputational chemistryOrganic chemistryRutheniumComputer sciencePhysicsArtificial intelligenceQuantum mechanicsAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisCarbon dioxide utilization in catalysis