Highly Enantioselective Organocatalytic Hydroxyalkylation of Indoles with Ethyl Trifluoropyruvate

Béla Török, Mohammed Abid, Gábor London, Joseph Esquibel, Marianna Török, Shilpa C. Mhadgut, Ping Yan, G. K. Surya Prakash

Angewandte Chemie International Edition · 2005 · 191 citations · 24 references

Concepts

Abstract

Readily available cinchona alkaloids have been used as organocatalysts in the highly efficient stereoselective hydroxyalkylation of heteroaromatics such as indoles with 3,3,3-trifluoropyruvate (2, see scheme). High yields and ee values of both enantiomers of the products, depending on the catalyst used, indicate the usefulness of the developed methodology.

References

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