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Issue 19, 2009
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Diastereoselective addition of sugar radicals to camphorsultam glyoxilic oxime ether: a route toward C-glycosylthreonine and allothreonine

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Abstract

C-glucosyl, mannosyl and galactosyl 2-iodopropane, readily obtained from the corresponding C-glycosyl ketones, were coupled with (+)- or (−)-camphorsultam glyoxylic oxime ether with diastereoselectivity ranging from 70:30 to 80:20. C-glucosyl allothreonine was obtained by cleavage of the camphorsultam moiety.

Graphical abstract: Diastereoselective addition of sugar radicals to camphorsultam glyoxilic oxime ether: a route toward C-glycosylthreonine and allothreonine

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Publication details

The article was received on 26 May 2009, accepted on 20 Jul 2009 and first published on 30 Jul 2009


Article type: Communication
DOI: 10.1039/B910050D
Citation: Org. Biomol. Chem., 2009,7, 3918-3921
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    Diastereoselective addition of sugar radicals to camphorsultam glyoxilic oxime ether: a route toward C-glycosylthreonine and allothreonine

    N. Bragnier, R. Guillot and M. Scherrmann, Org. Biomol. Chem., 2009, 7, 3918
    DOI: 10.1039/B910050D

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