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

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

Key words

asymmetric catalysis - photocatalysis - radicals - imines - iminium ions

Publication History

Received: 29 November 2020

Accepted after revision: 28 December 2020

Accepted Manuscript online:
28 December 2020

Article published online:
26 January 2021

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