Asymmetric synthesis of (+)-1-deoxynojirimycin

Article abstract of DOI:10.1016/S0040-4039(98)01536-6

An asymmetric synthesis of (+)-1-deoxynojirimycin (1) in 14 steps starting from diene (5) is described. The key transformations in the sequence are a sharpless dihydroxylation and epoxidation followed by a regio- and stereoselective aminolysis of vinyl epoxide 11 to give piperidine 12.