synthesis of 2,3-unsaturated furanic hex- and pent-enopyranoside employing the ferrier rearrangement

synthesis of 2,3-unsaturated furanic hex- and pent-enopyranoside employing the ferrier rearrangement

;Soro Yaya;Siaka Sorho;Louis Cottier;Gérard Descotes
Experimental physiology 2005 Vol. 19 pp. 233-241
124
yaya2005bulletin<b>synthesis

Abstract

Glycosidation of various glycals with furanic alcohols in presence of catalytic amount of ceric(IV) ammonium nitrate under neutral condition or using Lewis acid-catalysed proceeds smoothly to afford the corresponding 2,3-unsaturated glycosides in good yields. In the hexose series predominantly α-D-anomers resulted while β-D-anomers are predominant in the pentose serie.

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