1,5-anhydro-D-fructose as chiral building block: A novel approach to 1-deoxymannojirimycin

摘要

A novel six-step synthesis of 1-deoxymannojirimycin from 1,5-anhydro-D-fructose in 35% overall yield is reported. The key steps are nucleophilic piperidine ring formation and subsequent Lewis acid induced pyran ether cleavage.