Asymmetric synthesis of (+)-1-deoxynojirimycin

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

Source and publish data:

Tetrahedron Letters p. 7173 - 7176 (1998)

Update date:2022-08-05

Topics:

Authors:

Lindstroem, Ulf M.

Somfai, Peter

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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.

Full text of DOI:10.1016/S0040-4039(98)01536-6

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