Highly Regioselective Gold-Catalyzed Ring-Opening Allylation and Azidation of Dihydrofurans

Yoshinari Sawama, Yuka Sawama, Norbert Krause

Organic Letters · 2009 · 41 citations · 41 references

Concepts

Abstract

The ring-opening allylation and azidation of 2,5-dihydrofurans has been accomplished with allyltrimethylsilane or Me(3)SiN(3) in the presence of catalytic amounts of HAuCl(4) x 3 H(2)O. Whereas the allylation proceeds regioselectively in the 2-position to afford 2,6-dien-1-ols, the azidation takes place in the 4-position exclusively.

References

41