Synthesis of C8 alkyl glycosides via palladium-catalyzed telomerization of butadiene with O-benzylated aldoses.
Conditions of the butadiene telomerization with benzylated aldoses with a free anomeric hydroxyl, which efficiently furnish the corresponding octadienyl compounds have been determined. Deprotection and hydrogenation of the telomers over Pd/C led to the octyl glycosides.
Bessmertnykh
Alla
A
Unité Mixte de Recherche Réactions Sélectives et Applications, CNRS-Université de Reims Champagne-Ardenne, B.P. 1039, 51687 Reims, France.
Hénin
Françoise
F
Serra-Muns
Anna
A
Muzart
Jacques
J
Baillia
Henri
H
D001593:Benzyl Compounds / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D006027:Glycosides / Q000138:chemical synthesis*; D006865:Hydrogenation; D010165:Palladium / Q000737:chemistry
D001593:Benzyl Compounds; D002070:Butadienes; D006027:Glycosides; D010165:Palladium; C031763:1,3-butadiene