Recent Developments in the Ferrier Rearrangement

Ana M. Gómez, Fernando Lobo, Clara Uriel, J. Cristobal López

European Journal of Organic Chemistry · 2013 · 179 citations · 250 references

Concepts

Abstract

Abstract Glycals (1,2‐unsaturated, cyclic carbohydrate derivatives) readily undergo (catalyzed) substitution reactions at C‐1 accompanied by allylic rearrangement. This reaction, currently named Ferrier rearrangement, or the Ferrier I reaction, has established itself as a useful synthetic tool for carbohydrate transformations. By means of this reaction, glycals can be converted into highly useful 2,3‐unsaturated glycosides. This review summarizes recent developments in the use of promoters for the Ferrier rearrangement of O‐, N‐, C‐ and S‐nucleophiles with glycals.

References

250