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A concise synthetic route from D-glucose to a chiral, biologically active, phosphorylated analogue of the highly potent Ca2+-mobilising agonist adenophostin A has been developed, involving a regioselective dibenzylation of allyl α-D-glucopyranoside and a one-pot Lemieux-type allyl oxidation with subsequent reduction and neighbouring deketalisation, to provide the key intermediate for phosphorylation.

Original publication




Journal article


Journal of the Chemical Society, Chemical Communications

Publication Date



1169 - 1170