Gupta, Preeti ; Vankar, Yashwant D. (2009) Facile aza-Claisen rearrangement of glycals: application in the synthesis of 1-deoxy-L-iminosugars European Journal of Organic Chemistry, 2009 (12). pp. 1925-1933. ISSN 1434-193X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...
Related URL: http://dx.doi.org/10.1002/ejoc.200801301
Abstract
2-C-Methylene-N-glycosyl amides have been obtained from 2-(hydroxymethyl)glycals through a facile aza-Claisen rearrangement. This rearrangement has also been utilized in the synthesis of L-allo-deoxynojirimycin, a moderate inhibitor of human lysosomal α-mannosidase (IC50=64 μM), and two new C-5-(hydroxymethyl) analogues of L-altro-deoxynojirimycin and L-ido-deoxynojirimycin.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Carbohydrates; Iminosugars; Azasugars; Rearrangement; Enzymes; Inhibitors |
| ID Code: | 58163 |
| Deposited On: | 31 Aug 2011 06:41 |
| Last Modified: | 31 Aug 2011 06:41 |
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