Issue 7, 2009
From the journal:

Organic & Biomolecular Chemistry

Highly stereoselective synthesis of aminoglycosidesviarhodium-catalyzed and substrate-controlled aziridination of glycals†

Rujee Lorpitthaya,a   K. B. Sophy,b   Jer-Lai Kuob  and  Xue-Wei Liu*a  

* Corresponding authors

a Division of Chemical and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
E-mail: xuewei@ntu.edu.sg
Fax: +65 6791 1961
Tel: +65 6316 8901

b Division of Physics and Applied Physics, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore

Abstract

The flexible installations of a sulfamate ester on a glycal scaffold at C3, C4, or C6 approaching α- or β-aminoglycosides is communicated. A variety of glycal acceptors (O, S, and N) were applied, enhancing the utility of this method as an operationally simple protocol for the stereoselective synthesis of polyfunctionalized α- or β- aminosaccharides.

Graphical abstract: Highly stereoselective synthesis of aminoglycosides viarhodium-catalyzed and substrate-controlled aziridination of glycals

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Article information

DOI
https://doi.org/10.1039/B823099B
Article type
Communication
Submitted
22 Dec 2008
Accepted
29 Jan 2009
First published
11 Feb 2009

Org. Biomol. Chem., 2009,7, 1284-1287

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Highly stereoselective synthesis of aminoglycosides viarhodium-catalyzed and substrate-controlled aziridination of glycals

R. Lorpitthaya, K. B. Sophy, J. Kuo and X. Liu, Org. Biomol. Chem., 2009, 7, 1284 DOI: 10.1039/B823099B

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