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2,3-Unsaturated C-glucopyranosides: A guideline to the anomeric configurational assignment

โœ Scribed by Giovanni Casiraghi; Mara Cornia; Lino Colombo; Gloria Rassu; Giovanna Gasparri Fava; Marisa Ferrari Belicchi; Lucia Zetta

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
252 KB
Volume
29
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Contrary to a previous reporte , the SnCl -pranoted arylation of tri-eacetyl-D-glucal(1) by means of anisole (2) gives rise 9; o 1'-(4,6-di-O_aceyl-2,3dideoxy-p-D-erythro-hex-2-enopyranosyll-4'-methoxybenzene (3) and not a -an-r (4). A guideline to the correct assignment of the ananeric congiguration of 2,3-unsaturated C-glucopyranosides is suggested, which violates the Hudson isorotation rule.

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