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ISSN electronic edition: 1336-9075
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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-α-D-mannopyranosides

R. Toman, P. Capek, J. Rosík, and A. Kardošová

Inst. Chem., Slovak Acad. Sci., Bratislava

 

Abstract: Selective monomethylation of the cis-2,3-diol grouping of Me α-D-mannopyranoside (I) was achieved with CH2N2 in the presence of a catalytic amt. of SnCl2 by blocking the primary hydroxyl function with the trityl group. In the reaction mixt., the distribution of 2- and 3-O-Me ethers formed depends to a certain extent on the solvent used.

Full paper in Portable Document Format: 385a669.pdf

 

Chemical Papers 38 (5) 669–675 (1984)

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