Galactan synthesis in a single step via oligomerization of monosaccharides

Beilstein J Org Chem. 2014 Nov 13:10:2658-63. doi: 10.3762/bjoc.10.279. eCollection 2014.

Abstract

Galactans ranging in length from one to five residues were prepared in a single step by treatment of the glycosyl donor 2,3,4-tri-O-benzoyl-β-D-galactopyranosyl fluoride with lanthanum perchlorate in the presence of an initiator alcohol. The product oligosaccharides were readily chromatographically separable. This oligomerization was used to synthesize a pentagalactan in a single step from monosaccharide building blocks in reasonable overall yields.

Keywords: arabinogalactan protein; glycosyl fluoride; glycosylation; oligosaccharides.