Palladium-catalyzed oxidation of benzylated aldose hemiacetals to lactones.
Benzyl protected sugar hemiacetals are oxidized to the corresponding lactones in excellent yields using bromobenzene, K(2)CO(3) and the Pd(OAc)(2)/PPh(3) catalytic system.
Bessmertnykh
Alla
A
Unité Mixte de Recherche 'Réactions Sélectives et Applications', CNRS--Université de Reims Champagne-Ardenne, BP 1039, F-51687 Reims, France.
Hénin
Françoise
F
Muzart
Jacques
J
D001089:Arabinose / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D002384:Catalysis; D007783:Lactones / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry* / Q000378:metabolism
C494281:2,3,5-tri-O-benzylarabinofuranose; D007783:Lactones; D010165:Palladium; D001089:Arabinose