Synthesis of (1-13C)-1-deoxynojirimycin
✍ Scribed by A. Berger; M. Ebner; A.E. Stütz
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 119 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
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.
The synthesis of 2-acetamido-1 ,Zdideoxynojirimycin (Zacetamido-1,2,5-trideoxy-1,5-imino-D-glucitol) by a double inversion procedure starting from l-deoxynojirimycin is reported. The key intermediates were the selectively protected N-benzyl-l,5-dideoxy-l,5-imino-4,6-0-isopropylidene-~-mannitol, the