Optically active sugar thioamides from δ-gluconolactone

Abstract This paper describes a facile and rapid approach to N -alkyl- and N -aryl-thiogluconamides employing δ-gluconolactone as starting material. The protocol involves a three-step sequence to afford the corresponding thioamides as crystalline substances in moderate to good yields. The Lawesson reagent was found to be the reagent of choice to accomplish the key transformation amide–thioamide.