REGIOSELECTIVE BROMINATION OF O-BETA-GLYCOSYLATED AROMATICS

Authors
MABIC S LEPOITTEVIN JP
Citation
S. Mabic et Jp. Lepoittevin, REGIOSELECTIVE BROMINATION OF O-BETA-GLYCOSYLATED AROMATICS, Tetrahedron letters, 36(10), 1995, pp. 1705-1708
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
10
Year of publication
1995
Pages
1705 - 1708
Database
ISI
SICI code
0040-4039(1995)36:10<1705:RBOOA>2.0.ZU;2-R
Abstract
The quasi quantitative and regioselective bromination of O-(2,3,4,6-te tra-O-acetyl-beta-D-glucopyranosyl) phenols is described. The orientat ing effect of the glycoside group is compared with those of other oxyg enated groups and its usefulness illustrated with examples. These brom o-glycoslyated aromatics are able to react with alkenes via a Heck rea ction and could be used for the synthesis of natural products.