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<b>SYNTHESIS OF 2,3-UNSATURATED FURANIC HEX- AND PENT-ENOPYRANOSIDE EMPLOYING THE FERRIER REARRANGEMENT</b>


Soro Yaya*
Siaka Sorho
Louis Cottier
Gérard Descotes

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.



KEY WORDS: Ferrier rearrangement, Furanic alcohols, Glycosides, Ceric(IV) ammonium nitrate, Lewis acid catalyst


Bull. Chem. Soc. Ethiop. 2005, 19(2), 233-241.

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eISSN: 1726-801X
print ISSN: 1011-3924