Issue 20, 2001

Lewis-acid catalysed arylation of the hydroxyamino sugar moiety of the natural product SB-219383

Abstract

The natural product SB-219383 1a contains an unique bicyclic hydroxyamino sugar moiety. Novel C-glycosidation reactions of this hydroxyamino sugar moiety are reported. The formation of a sugar nitrone intermediate is postulated which is subsequently trapped by electron-rich aromatic rings to yield C-aryl hydroxyamino sugars.

Graphical abstract: Lewis-acid catalysed arylation of the hydroxyamino sugar moiety of the natural product SB-219383

Article information

Article type
Communication
Submitted
05 Jul 2001
Accepted
07 Sep 2001
First published
21 Sep 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2521-2523

Lewis-acid catalysed arylation of the hydroxyamino sugar moiety of the natural product SB-219383

J. M. Berge, C. S. V. Houge-Frydrych and R. L. Jarvest, J. Chem. Soc., Perkin Trans. 1, 2001, 2521 DOI: 10.1039/B105965N

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