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

Bing Zu; Yonghong Guo; Jie Ke; Chuan He

doi:10.1055/a-1372-6627

Synthesis, Table of Contents

Synthesis 2021; 53(12): 2029-2042
DOI: 10.1055/a-1372-6627

short review

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

Authors

Bing Zu

^aShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China

^bSchool of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, Heilongjiang 150080, P. R. of China
Yonghong Guo

^aShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China
Jie Ke

^aShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China
Chuan He ∗

^aShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China

Abstract

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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

Key words

asymmetric catalysis - enantioselective C–H functionalization - transient directing group - native directing group - synthetic methods

Full Text

References

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