Synthesis of β-Lactams Using the Kinugasa Reaction

Runa Pal; Subhash Chandra Ghosh; Koushik Chandra; Amit Basak

doi:10.1055/s-2007-986637

ACCOUNT

Synthesis of β-Lactams Using the Kinugasa Reaction

Runa Pal, Subhash Chandra Ghosh, Koushik Chandra, Amit Basak*
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India
Fax: absk@chem.iitkgp.ernet.in;

Abstract

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Abstract

The development of new strategies for the synthesis of β-lactams and their derivatives remains at the forefront of organic synthesis. The copper(I)-catalyzed cycloaddition of a terminal alkyne and a nitrone, the Kinugasa reaction, leading to the formation of a β-lactam has recently drawn to the attention of organic chemists because of its wide scope as well as interesting mechanism. This report aims to give an account of developments in this area with particular emphasis on asymmetric examples.

1 Introduction

2 Synthesis of β-Lactams Using the Kinusaga Reaction

3 Asymmetric Kinugasa Reaction

4 Intramolecular Kinugasa Reaction

5 Kinugasa Reactions under Click Chemistry Conditions

6 Proline-Mediated Kinugasa Reaction

7 Kinugasa Reaction in the Synthesis of Peptidomimetics

8 Conclusion

Key words

β-lactams - cycloadditions - alkynes - nitrones - Kinugasa reaction

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