The synthesis of β-mannosides by glycosylation of α-mannosyl thiocyanates

E. M. Klimov, A. V. Demchenko, N. N. Malysheva, N. K. Kochetkov

N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

Abstract: A new method of the trityl-thiooyanathe condensation is used for synthesizing low availabe β-D-mannopyranosyl-hexoses. α-D-Mannopyranosyl thiocyanates with a non-participating group (OMe, OCOCCl3) at C-2 react with the 6-O-trityl-D-glucose and 4-O-trityl-L-rhamnose derivatives in the presence of triphenylmethilium perchlorate to give mixtures of α- and β-linked disaccharides with satisfactory yields.

Russian Journal of Bioorganic Chemistry 1991, 17 (12):1660-1664

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