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Nickel/NHC‐Catalyzed Enantioselective Cyclization of Pyridones and Pyrimidones with Tethered Alkenes

Di Shen, Wu‐Bin Zhang, Zhiyang Li, Shi‐Liang Shi, Youjun Xu

2020Advanced Synthesis & Catalysis58 citationsDOI

Abstract

Abstract Reported is a highly enantioselective Ni(0)‐catalyzed endo ‐selective C−H annulation of 2‐ and 4‐pyridone, and 4‐pyrimidone with alkenes to provide drug‐relevant bicyclic heterocycle products. The use of a readily prepared chiral bulky NHC ligand (SIPE) for Ni catalyst and commercially available AlEt 3 as co‐catalyst enhanced the practicality of this reaction. magnified image

Topics & Concepts

Enantioselective synthesisChemistryCatalysisAnnulationNickelBicyclic moleculeCombinatorial chemistryLigand (biochemistry)Organic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCyclopropane Reaction Mechanisms
Nickel/NHC‐Catalyzed Enantioselective Cyclization of Pyridones and Pyrimidones with Tethered Alkenes | Litcius