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Silyl migrations in D-xylose derivatives: total synthesis of a marine quinoline alkaloid
Anuchit Phanumartwiwath1, Thomas W Hornsby, Joazaizulfazli Jamalis
1School of Chemistry, University of Bristol , Cantock's Close, Bristol BS8 1TS, U.K.
Organic Letters
|November 16, 2013
Abstract:
A versatile method for the synthesis of orthogonally protected D-xylose 1-thioethers is described using unusual silyl group migrations which were pivotal in the synthesis of 4,8-dimethyl-6-O-(2',4'-di-O-methyl-β-D-xylopyranosyl)hydroxyquinoline confirming the structure and absolute configuration of the natural product.
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