S. Kanemasa, M. Nishiuchi, E. Wada
Mar 3, 1992
Citations
0
Influential Citations
39
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The first regiocontrol of nitrile oxide cycloadditions is described. Reaction of benzonitrile oxide with (E)-2-butenol is highly accelerated by the presence of a magnesium alkoxide, and this reaction proceeds in an exclusively regioselective manner to produce 5-hydroxymethyl-4-methyl-3-phenyl-2-isoxazoline as the sole cycloadduct. Synthetic applications to other substituted allyl alcohols are discussed.