Highly regioselective gold-catalyzed ring-opening allylation and azidation of dihydrofurans.
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.
Organic Chemistry, Dortmund University of Technology, Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany.
Yoshinari
Y
Sawama
Yuka
Y
Sawama
Norbert
N
Krause