Beilstein J. Org. Chem.2006,2, No. 15, doi:10.1186/1860-5397-2-15
]. For these kind of substrates, catalysts based on Ni, Pd, and Pt have been used, and further efforts are directed toward improving the chemoselectivity and regioselectivity of this ring-openingreaction. [18][19]
We now demonstrate that aryl aldehydes and ketones as well as aryl epoxides can also
Beilstein J. Org. Chem.2005,1, No. 12, doi:10.1186/1860-5397-1-12
afforded the corresponding azido-alcohols 11 and 12, isolated as single stereoisomers in excellent yield (95–98%). No other isomer of 11 or 12 was detected by NMR analysis, indicating that the ring-openingreaction is highly regioselective and results in the anti addition of the azido group on the opposite