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Direct syntheses of acetylated poly-mannosides can be achieved in one-step starting from a fully acetylated thioglycoside mannosyl donor using a polymerization-type strategy under the correct conditions. Under conditions that allow polymer growth from non-reducing to reducing end (N→R), different acceptor alcohols can be used as the 'terminating acceptors' to install different linkers at the reducing terminus. The efficiency is dependent on substituents of the linker, its length, temperature and choice of Lewis acid activator.

Original publication

DOI

10.1016/j.carres.2014.06.021

Type

Journal article

Journal

Carbohydr Res

Publication Date

11/02/2015

Volume

403

Pages

135 - 141

Keywords

Glycosylation, Mannosides, Polymerization, Rearrangement, Regioselective synthesis, Stereoselective synthesis, Alcohols, Chemistry Techniques, Synthetic, Glycosylation, Mannosides, Polymerization, Stereoisomerism