The zinc-mediated reduction of nitroalkanes and nitroarenes in the presence
of aldehydes is an efficient method to synthesize a wide range of nitrones
. This method is mild enough to accommodate a variety of functional groups.
It is particularly useful when the intermediate hydroxylamines are unstabl
e and/or water-soluble. We used it to prepare several aromatic, aliphatic a
nd highly functionalized sugar-derived nitrones.