4.5 Review

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

Journal

SYNTHESIS-STUTTGART
Volume 45, Issue 9, Pages 1121-1159

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1316869

Keywords

pericyclic reaction; rearrangement; catalysis; asymmetric catalysis; Lewis acids

Funding

  1. Deutsche Forschungsgemeinschaft [DFG HI628/4]
  2. Fonds der Chemischen Industrie

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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 Bronsted Acids 5 Lewis Acid Mediated Claisen Rearrangements: The Aluminum Age 6 Catalysis by Precious Metals 7 Catalysis by sigma-Lewis Acids 8 Catalysis by Achiral Organocatalysts 9 Catalytic Asymmetric Claisen Rearrangements 10 Conclusion

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