Manganese‐Catalyzed <i>anti</i> ‐Selective Asymmetric Hydrogenation of α‐Substituted β‐Ketoamides
Linli Zhang, Zheng Wang, Zhaobin Han, Kuiling Ding
Abstract
A Mn-catalyzed diastereo- and enantioselective hydrogenation of α-substituted β-ketoamides has been realized for the first time under dynamic kinetic resolution conditions. anti-α-Substituted β-hydroxy amides, which are useful building blocks for the synthesis of bioactive molecules and chiral drugs, were prepared in high yields with excellent selectivity (up to >99 % dr and >99 % ee) and unprecedentedly high activity (TON up to 10000). The origin of the excellent stereoselectivity was clarified by DFT calculations.
Topics & Concepts
Enantioselective synthesisStereoselectivityKinetic resolutionSelectivityChemistryManganeseCatalysisCombinatorial chemistryAsymmetric hydrogenationMoleculeStereoisomerismOrganic chemistryAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisAsymmetric Synthesis and Catalysis