The backbone of D-glucosamine hydrochloride
was fine-tuned and modified by protecting the hydroxyl groups. In order to
reduce imines with trichlorosilane, the carbohydrate-derived organocatalysts
were prepared and screened. Methyl-4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyr
anoside was found as the best catalyst. The reduction was proceeded under CHCl3
as solvent at 40?C, affording 68% - 94% yield.