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A new strategy for the solid-phase synthesis of unsymmetrical ureas is described. Upon treatment of Kenner safety-catch linker with an isocyanate, followed by TMSCHN 2 or iodoacetonitrile and an amine, the corresponding unsymmetrical ureas are released in solution.
Protected glycals, derived from mono-, di- and tri-saccharides, were easily and efficiently converted into the corresponding 2-deoxy-sugars, by reaction with mercuric(II) acetate/sodium borohydride in a polar solvent at 0 o C. The mild and non acidic reaction conditions permit the survival of acid-labile groups, such as silyl ethers.
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