Concise and practical synthesis of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6-iminosugars

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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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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