Gold(I)-Catalyzed Conia-Ene Reaction of β-Ketoesters with Alkynes

Joshua J. Kennedy‐Smith, Steven T. Staben, F. Dean Toste

Journal of the American Chemical Society · 2004 · 429 citations · 8 references

Concepts

Abstract

The intramolecular addition of beta-ketoesters to unactivated alkynes under neutral conditions and at room temperature is described. The method employs triphenylphosphinegold(I) cation as a catalyst for the formation of exo-methylenecycloalkanes. Both monocyclic and bicyclic cyclopentanes and cyclohexanes can be formed in excellent yields and with good diastereoselectivity.

References

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