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Efficient synthesis of (+)-nojirimycin and (+)-1-deoxynojirimycin

✍ Scribed by Peter B. Anzeveno; Laura J. Creemer


Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
263 KB
Volume
31
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


Synthesis of (1-13C)-1-deoxynojirimycin
✍ A. Berger; M. Ebner; A.E. StΓΌtz πŸ“‚ Article πŸ“… 1995 πŸ› Elsevier Science 🌐 French βš– 119 KB
Asymmetric synthesis of (+)-1-deoxynojir
✍ Ulf M. LindstrΓΆm; Peter Somfai πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 205 KB

An asymmetric synthesis of (+)-l-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.