A Concise Account on Organocatalyzed Asymmetric Synthesis of Epoxide and Aziridine Derivatives from α,β-Unsaturated Carbonyl Compounds

Abstract

Epoxides and aziridines are important pharmacologically active compounds that are found in many drugs. These three-membered rings are also employed in the synthesis of a wide range of other heterocycles. In this account, we highlight the contributions of our research group to the organocatalyzed asymmetric synthesis of epoxides and aziridines from α,β-unsaturated carbonyl compounds, followed by multicomponent reactions that afford novel peptidomimetics. Additionally, these scaffolds have been employed in the synthesis of lactones, lactams, and hydantoins, showcasing their versatility in drug development and synthetic chemistry.

1 Introduction

2 Epoxides

2.1 γ-Lactones

3 Aziridines

3.1 γ-Lactams

3.2 Hydantoins

4 Conclusion

Key words

epoxide - aziridine γ-lactams - γ-lactones - hydantoins - cathepsins - organocatalysis

Publication History

Received: 18 November 2024

Accepted after revision: 24 January 2025

Accepted Manuscript online:
24 January 2025

Article published online:
12 March 2025

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