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

Org Biomol Chem

Leiden Institute of Chemistry, Leiden University, Gorlaeus Laboratories, PO Box 9502, 2300 RA Leiden, The Netherlands.

Published: December 2003

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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Source
http://dx.doi.org/10.1039/b309823kDOI Listing

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