Issue 10, 2003
From the journal:

Organic & Biomolecular Chemistry

Stereoselective synthesis of 2-amino-2-deoxysugars: N-alkyl-D-allosamines†

Hong-Min Liu,*a   Fuyi Zhanga  and  Shaomin Wanga  

* Corresponding authors

a Department of Chemistry, Zhengzhou University, Zhengzhou 450052, P. R. China
E-mail: liuhm@public.zz.ha.cn
Fax: +86-371-7767200
Tel: +86-371-7767200

Abstract

Stereoselective synthesis of N-alkyl-D-allosamines, designed for the preparation of N-alkyl derivatives of allosamidin (a chitinase inhibitor), is achieved by a ‘carbonyl group transfer’ reaction followed by stereoselective reduction and this method represents the first example of N-alkyl-D-allosamines synthesized from a 2-oxosugar.

Graphical abstract: Stereoselective synthesis of 2-amino-2-deoxysugars: N-alkyl-D-allosamines

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Article information

DOI
https://doi.org/10.1039/B302587J
Article type
Communication
Submitted
10 Mar 2003
Accepted
22 Apr 2003
First published
25 Apr 2003

Org. Biomol. Chem., 2003,1, 1641-1642

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Stereoselective synthesis of 2-amino-2-deoxysugars: N-alkyl-D-allosamines

H. Liu, F. Zhang and S. Wang, Org. Biomol. Chem., 2003, 1, 1641 DOI: 10.1039/B302587J

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