Catalytic Asymmetric Transformations of Racemic Aziridines

Zhuo Chai

doi:10.1055/s-0039-1690857

Synthesis, Table of Contents

Synthesis 2020; 52(12): 1738-1750
DOI: 10.1055/s-0039-1690857

short review

Catalytic Asymmetric Transformations of Racemic Aziridines

Zhuo Chai ∗

MOE Key Laboratory of Functional Molecular Solids, Anhui Laboratory of Molecule-Based Materials, Institute of Organic Chemistry, College of Chemistry and Materials Science, Anhui Normal University, 189 South Jiuhua Road, Wuhu, Anhui 241002, P. R. of China Email: chaizhuo@ahnu.edu.cn

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Abstract

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Abstract

The catalytic asymmetric ring-opening transformations of aziridines represent an important strategy for the construction of various chiral nitrogen-containing molecular architectures. This short review covers the progress achieved in the catalytic asymmetric transformation of racemic aziridines, focusing on the catalytic strategies employed for each different type of such aziridines.

1 Introduction

2 Reaction of Racemic 2-Vinylaziridines

3 Reaction of Racemic 2-Alkylaziridines

3.1 Regiodivergent Parallel Kinetic Resolution

3.2 Kinetic Resolution

4 Reaction of Racemic 2-(Hetero)arylaziridines

4.1 Kinetic Resolution

4.2 Enantioconvergent Transformation

5 Reaction of Racemic Donor–Acceptor-Type Aziridines

6 Conclusion and Outlook

Key words

aziridine - ring opening - kinetic resolution - dynamic kinetic asymmetric transformation - asymmetric catalysis.

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References

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