Tilekar, Jayant N. ; Patil, Nitin T. ; Jadhav, Harishchandra S. ; Dhavale, Dilip D. (2003) Concise and practical synthesis of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6-iminosugars Tetrahedron, 59 (11). pp. 1873-1876. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(03)00177-7
Abstract
The syntheses of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6 iminosugars 1a and 1b, respectively, from -glucose are described. The key transformations in this reaction sequence include regio-selective epoxide ring opening with N-benzylamine followed by intramolecular reductive amination of amino-aldehyde.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Carbohydrates; Imino Sugars; Enzyme Inhibitors; D-glucoazepane; L-idoazepane |
| ID Code: | 9484 |
| Deposited On: | 02 Nov 2010 12:07 |
| Last Modified: | 31 May 2011 11:59 |
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