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. 2004 Jun 24;6(13):2165-8.
doi: 10.1021/ol049380+.

Thioglycuronides: synthesis and application in the assembly of acidic oligosaccharides

Leendert J van den Bos  1 , Jeroen D C Codée, John C van der Toorn, Thomas J Boltje, Jacques H van Boom, Herman S Overkleeft, Gijsbert A van der Marel
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Thioglycuronides: synthesis and application in the assembly of acidic oligosaccharides

Leendert J van den Bos et al. Org Lett. .

Abstract

[reaction: see text] Partially protected thioglycuronic acids are prepared efficiently by chemo- and regioselective oxidation of the corresponding thioglycosides using the TEMPO/BAIB reagent combination. After esterification, the thioglycuronic acids proved to be useful as both donor and acceptor in sulfonium-mediated condensations toward acidic di- and trisaccharides.

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