Enantioselective and Protecting Group-Free Synthesis of I-Deoxythionojirimycin, 1-Deoxythiomannojirimycin, and 1-Deoxythiotalonojirimycin (original) (raw)

Abstract

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1-Deoxythioglyconojirimycins were synthesized using a protecting group-free strategy with good yields from readily available carbohydrates. This method utilized benzyltriethylammonium tetrathiomolybdate as a sulfur transfer reagent and borohydride exchange resin reduction of lactone. The synthesis is important to the study of glycosidases and the development of thio-sugars as glycosidase inhibitors for diseases such as viral infections and cancer.

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