Manganese‐Catalyzed <i>anti</i> ‐Selective Asymmetric Hydrogenation of α‐Substituted β‐Ketoamides
Linli Zhang, Zheng Wang, Zhaobin Han, Kuiling Ding
Abstract
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 synthesisStereoselectivityManganeseKinetic resolutionSelectivityChemistryCatalysisCombinatorial chemistryMoleculeAsymmetric hydrogenationStereoisomerismOrganic chemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisSurface Chemistry and Catalysis