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Transient- and Native-Directing-Group-Enabled Enantioselective C–H Functionalization

Chuan He, Bing Zu, Yonghong Guo, Jie Ke

2021Synthesis29 citationsDOI

Abstract

Abstract In recent years, transition-metal-catalyzed enantioselective C–H bond functionalization using chiral transient directing groups (cTDGs) or native directing groups (NDGs) has emerged as a powerful and attractive­ synthetic approach to streamline the synthesis of chiral molecules­. This short review focuses on recent advances on imine-based cTDGs strategies and native amine and carboxylic acid directed strategies for the asymmetric functionalization of various C–H bonds. We have endeavored to highlight the great potential of this methodology and hope that this review will inspire further research in this area. 1 Introduction 2 Transient-Directing-Group-Enabled Enantioselective C–H Functionalization 2.1 Generation of Central Chirality 2.2 Generation of Axial Chirality 2.3 Generation of Planar Chirality 3 Native-Directing-Group-Enabled Enantioselective C–H Functionalization 3.1 Native Amines as Directing Groups 3.2 Native Carboxylic Acids as Directing Groups 4 Conclusions and Outlook

Topics & Concepts

Enantioselective synthesisSurface modificationChemistryChirality (physics)ImineCombinatorial chemistryPlanar chiralityAmine gas treatingStereochemistryOrganic chemistryCatalysisPhysical chemistryPhysicsChiral symmetry breakingNambu–Jona-Lasinio modelQuarkQuantum mechanicsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis
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