Claisen Rearrangement of Aliphatic Allyl Vinyl Ethers from 1912 to 2012: 100 Years of Electrophilic Catalysis

Abstract

This review summarizes, from a personal perspective, the development of catalytic asymmetric Claisen rearrangements from 1912 to 2012.

1 Introduction

2 Gosteli–Claisen Rearrangement

3 Claisen Rearrangement Using Stable Enols: Kojic Acid and Diosphenols

4 The Early Years: Catalysis by Brønsted Acids

5 Lewis Acid Mediated Claisen Rearrangements: The Aluminum Age

6 Catalysis by Precious Metals

7 Catalysis by σ-Lewis Acids

8 Catalysis by Achiral Organocatalysts

9 Catalytic Asymmetric Claisen Rearrangements

10 Conclusion

Key words

pericyclic reaction - rearrangement - catalysis - asymmetric catalysis - Lewis acids

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