## Abstract Asymmetric __DielsβAlder__ reaction of sorbaldehyde __O__βmethyloxime 1d with chiral chloronitroso derivative 2 of Dβmannose, followed by osmylation of the primary cycloadduct, led to diol 6a with excellent enantioselectivity (ee > 99%; __Scheme 1__). Catalytic hydrogenolysis of 6a gave
First stereocontrolled synthesis and biological evaluation of 1,6-dideoxy-l-nojirimycin
β Scribed by Aymeric Bordier; Philippe Compain; Olivier R. Martin; Kyoko Ikeda; Naoki Asano
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 163 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
The first synthesis of 1,6-dideoxy-L-nojirimycin in enantiomerically pure form has been achieved in nine steps from L-xylose in an overall yield of 15%. The biological activity of this compound as a glycosidase inhibitor provided useful information on structure-activity relationships in the family of 1,5-iminoalditols.
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Synthesis and Biological Evaluation of a Series of 2'-Fluorinated-2',3'-dideoxy-2',3'-didehydro-(L)-nucleosides. -A general method for the synthesis of both the cis-and trans-2'-vinylfluoro containing nucleosides is presented. Among the nucleosides prepared compound (XI) displays the best biologica