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. 2003 Dec 7;1(23):4160-5.
doi: 10.1039/b309823k. Epub 2003 Oct 21.

A novel strategy towards the synthesis of orthogonally functionalised 4-aminoglycosides

Leendert J van den Bos  1 , Jeroen D C Codée, Jacques H van Boom, Herman S Overkleeft, Gijsbert A van der Marel
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A novel strategy towards the synthesis of orthogonally functionalised 4-aminoglycosides

Leendert J van den Bos et al. Org Biomol Chem. .

Abstract

A tethered nucleophilic substitution strategy for the stereoselective introduction of axially oriented amino functions on suitably protected gluco- and mannopyranosides is presented. The obtained oxazine is a versatile building block, which after some manipulation, could be used in the construction of highly functionalised oligosaccharides.

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