Recent Advances in the Aza-Claisen
Rearrangement

K. C. Majumdar; Trijit Bhattacharyya; Buddhadeb Chattopadhyay; Biswajit Sinha

doi:10.1055/s-0029-1217389

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Synthesis 2009(13): 2117-2142
DOI: 10.1055/s-0029-1217389

REVIEW

Recent Advances in the Aza-Claisen Rearrangement

K. C. Majumdar*, Trijit Bhattacharyya, Buddhadeb Chattopadhyay, Biswajit Sinha
Department of Chemistry, University of Kalyani, Kalyani 741235, West Bengal, India
Fax: +91(33)25828282; e-Mail: kcm_ku@yahoo.co.in;

Further Information

Publication History

Received 6 March 2009
Publication Date:
08 June 2009 (online)

Abstract
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Abstract

This brief review article describes developments in the aza-Claisen rearrangement over the last nine years. In this article, the emphasis has been given to the various aspects of the aza-Claisen rearrangement, especially metal-mediated stereoselective transformation, zwitterionic aza-Claisen rearrangement and microwave-assisted aza-Claisen rearrangement.

1 Introduction

2 Definition and Overview

3 Thermal Aza-Claisen Rearrangement

4 Catalysis of the Aza-Claisen Rearrangement

4.1 Catalysis by Boron Reagents

4.2 Catalysis by Palladium Reagents

4.3 Catalysis by Gold Salts

4.4 Catalysis by Ruthenium Salts

4.5 Catalysis by Zinc(II) Chloride

5 Zwitterionic Aza-Claisen Rearrangement

6 Microwave-Assisted Aza-Claisen Rearrangement

7 Miscellaneous

8 Conclusions

Key words

aza-Claisen rearrangement - sigmatropic rearrangement - catalyzed Claisen - thermal rearrangement - zwitterionic aza-Claisen - microwave-assisted Claisen

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