Synthesis 2021; 53(10): 1706-1718
DOI: 10.1055/a-1343-6541
short review

Enantioselective Radical Functionalization of Imines and Iminium Intermediates via Visible-Light Photoredox Catalysis

Jia-Jia Zhao
,
Hong-Hao Zhang
,
Shouyun Yu
Financial support from the National Natural Science Foundation of China (22001120 and 21732003) and the Natural Science Foundation of Jiangsu Province (BK20200297) is acknowledged.


Abstract

Visible-light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and the asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, recent advances on the catalytic asymmetric radical functionalization of imines and iminium intermediates are summarized.

1 Introduction

2 Enantioselective Radical Functionalization of Imines

2.1 Asymmetric Reduction

2.2 Asymmetric Cyclization

2.3 Asymmetric Addition

2.4 Asymmetric Radical–Radical Coupling

3 Enantioselective Radical Functionalization of Iminium Ions

3.1 Asymmetric Radical Alkylation

3.2 Asymmetric Radical Acylation

4 Conclusion



Publication History

Received: 29 November 2020

Accepted after revision: 28 December 2020

Publication Date:
28 December 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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