Hydrozirconation/bromination, followed by a Michaelis-Arbuzov reaction, as a convenient approach towards polyfunctional glycosylphosphonates

In this note, an hydrozirconation/bromination/Michaelis-Arbuzov sequence was developped to introduce a trimethylene phosphonate unit on ketopyranosides. Performed polyfunctional substrates bearing orthogonal protecting groups, new approach provided straightforward entry towards large diversity of glycophosphomimetics having quaternary anomeric position.