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Selective monomethylation of o 3 and o 2 of d mannose with diazomethane in the presence of tin ii chloride a facile synthesis of methyl 3 and 2 o methyl alpha d mannopyranosides

, : Selective monomethylation of o 3 and o 2 of d mannose with diazomethane in the presence of tin ii chloride a facile synthesis of methyl 3 and 2 o methyl alpha d mannopyranosides. Chemicke Zvesti 38(5): 669-676

Selective monomethylation of the cis-2,3-diol grouping was achieved with diazomethane in the presence of a catalytic amount of SnCl12 by blocking of the primary hydroxyl group of methyl .alpha.-D-mannopyranoside in the form of its triphenylmethyl ether. In the reaction mixture, the distribution of 2- and 3-O-methyl ethers formed depends to a certain extent on the solvent used.


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