Synlett 2017; 28(02): 159-174
DOI: 10.1055/s-0036-1588342
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© Georg Thieme Verlag Stuttgart · New York

Recent Advances in the Enantioselective Oxidative α-C–H Functionalization of Amines

Ming-Xing Cheng
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China.
,
Shang-Dong Yang*
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China.
b   State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P. R. China., Email: yangshd@lzu.edu.cn
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Further Information

Publication History

Received: 30 August 2016

Accepted after revision: 10 October 2016

Publication Date:
30 November 2016 (online)


Abstract

Cross-dehydrogenative coupling (CDC) has emerged as a powerful synthetic method for the straightforward and efficient construction of C–C and C–heteroatom bonds. In particular, asymmetric versions of this reaction are highly desirable, since they would provide a simple approach to complex molecules from simple materials without any prefunctionalization of substrates. In recent years, great achievements have been made in this area, and many powerful approaches have been developed for this transformation with high enantioselectivity. In this account, we summarize recent advances in the enantioselective oxidative α-C(sp3)–H bond functionalization of amines according to the catalytic reaction systems. Moreover, the catalytic mechanisms of the asymmetric oxidative reactions are also discussed.

1 Introduction

2 Transition-Metal-Catalyzed Enantioselective Oxidative C–H Functionalization

3 Organocatalytic Enantioselective Oxidative C–H Functionalization

4 Photoredox Catalytic Enantioselective Oxidative C–H Functionalization

5 Conclusions