O,N,O′-tridentate ligands derived from carbohydrates in the V(IV)-promoted asymmetric oxidation of thioanisole

The simple synthesis of new O,N,O′-tridentate ligands derived from carbohydrates is illustrated. The ligands are obtained by condensing 2-amino-α- d -glucosides or 2-amino-α- d -alloside with several 3,5-disubstituted-2-hydroxybenzaldehydes. The efficiency of the imines in the V(IV)-promoted asymmetric oxidation of thioanisole has been examined and ee's up to 60% have been achieved.