Facile Synthesis of Chiral <scp>α‐Hydroxy</scp> Ketones by a <scp>Ni‐Catalyzed</scp> Multicomponent Hydrometallation–<scp>CO</scp> Insertion–Enantioconvergent Alkylation Cascade
Jian Chen, Gao Deng, You Wang, Shaolin Zhu
Abstract
Comprehensive Summary NiH‐catalyzed multicomponent reductive hydrofunctionalization of alkenes is an attractive but poorly explored approach to rapidly increasing molecular complexity. In this process, the selective generation of the desired product can be challenging. Herein, we report that a highly chemo‐, regio‐ and enantioselective reductive hydrocarbonylation of alkenes has been achieved using a chloroformate ester as a source of CO. A wide range of structurally diverse α‐hydroxy ketones, privileged structural elements in bioactive molecules and useful building blocks, were obtained from such reactions with high enantiomeric purity.
Topics & Concepts
ChemistryAlkylationEnantioselective synthesisEnantiomerCatalysisCombinatorial chemistryChloroformateCascadeMoleculeOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions