Nickel-Catalyzed Enantioselective Reductive Conjugate Arylation and Heteroarylation via an Elementary Mechanism of 1,4-Addition
Luoqiang Zhang, Mengxin Zhao, Maoping Pu, Zhaoming Ma, Jingsong Zhou, Jingsong Zhou, Caiyou Chen, Yun‐Dong Wu, Yonggui Robin, Jianrong Steve Zhou, Jianrong Steve Zhou
Abstract
A nickel complex of isoquinox promoted enantioselective conjugate arylation and heteroarylation of enones using aryl and heteroaryl halides directly. The reaction was successfully applied to stereoselective syntheses of ar-turmerone, chiral fragments of (+)-tolterodine and AZD5672. Mechanistically, experiments and calculations supported that an arylnickel(I) complex inserted to enones via an elementary 1,4-addition.
Topics & Concepts
ChemistryEnantioselective synthesisConjugateNickelHalideCatalysisStereoselectivityArylCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryAlkylMathematical analysisMathematicsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis