A Three‐Step Synthesis of the Guaianolide Ring System

Jan Hullaert, Duchan Laplace, Johan M. Winne

European Journal of Organic Chemistry · 2014 · 14 citations · 39 references

Concepts

Abstract

Abstract By using a gallium(III) triflate catalyzed intramolecular (4+3) cycloaddition, a few functionalized furan‐derived tricycles that share the common guaianolide sesquiterpene ring system were prepared in a stereoselective manner in only three steps from commercially available starting materials. A discussion of the formation of alternative products is included, with possible substrate requirements to achieve the key cycloaddition step in an efficient way.

References

39