531515-01-2Relevant academic research and scientific papers
Asymmetric synthesis of (+)-1-deoxynojirimycin and (+)-castanospermine
Somfai, Peter,Marchand, Patrice,Torsell, Staffan,Lindstr?m, Ulf M.
, p. 1293 - 1299 (2003)
Asymmetric total syntheses of (+)-1-deoxynojirimycin (1) and (+)-castanospermine (2) are described. Starting from diene 3, the required absolute stereochemistry is introduced by an asymmetric hydroxylation followed by epoxidation. An intramolecular cycliz
Asymmetric synthesis of (+)-1-deoxynojirimycin
Lindstroem, Ulf M.,Somfai, Peter
, p. 7173 - 7176 (2007/10/03)
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.
