Asymmetric Deoxygenative Alkynylation of Tertiary Amides Enabled by Iridium/Copper Bimetallic Relay Catalysis
Zhaokun Li, Feng Zhao, Wei Ou, Pei‐Qiang Huang, Xiaoming Wang
Abstract
A variety of inert tertiary amides have been successfully transformed into synthetically important chiral propargylamines in high yields with good to excellent enantioselectivities via a relayed sequence of Ir catalyzed partial reduction and Cu/GARPHOS catalyzed asymmetric alkynylation with terminal alkynes. The reaction was readily extended to some drug molecules and the transformations of representative products have been demonstrated, thus attesting the practical utilities and the robust nature of the protocol.
Topics & Concepts
IridiumBimetallic stripAlkynylationCatalysisCombinatorial chemistryCopperInertChemistryEnantioselective synthesisOrganic chemistryAdvanced Synthetic Organic ChemistryAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis