Synthesis of 2,3,5,6-tetra-O-benzyl-D-galactofuranose for á-glycosidation

GABRIEL, GOLA; PAULA, LIBENSON; LUCÍA, GANDOLFI-DONADÍO; CAROLA, GALLO-RODRÍGUEZ

Arkivoc

ARKAT USA, Inc

Año: 2005 vol. xii p. 234 - 242

1551-7012

The synthesis of 2,3,5,6-tetra-O-benzyl-D-galactofuranose, a useful compound for á-glycosylation studies, is described. Direct anomeric O-alkylation of galactose was employed for alpha-allylation to yield pure allyl á-D-galactofuranoside, which is a versatile precursor for the synthesis of galactofuranose-containing oligosaccharides. Allyl removal of the benzylated galactofuranosyl derivative was performed using palladium (II) chloride as catalyst.O-benzyl-D-galactofuranose, a useful compound for á-glycosylation studies, is described. Direct anomeric O-alkylation of galactose was employed for alpha-allylation to yield pure allyl á-D-galactofuranoside, which is a versatile precursor for the synthesis of galactofuranose-containing oligosaccharides. Allyl removal of the benzylated galactofuranosyl derivative was performed using palladium (II) chloride as catalyst.