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The title compounds were obtained by condensation of d -glucono-, d -galactono-, or l - glycero - d - gluco -heptono-1,5-lactones with methyl 2,3-di- O -(trimethylsilyl)-α- d -mannopyranosides having various substituents on C-4 and C-6, in the presence of trimethylsilyl trifluoromethanesulfonate as the catalyst. Except for a 6-acetoxyl group on a lactone component and a ( tert -butyldiphenylsiloxy) group, the usual C -substituents, such as benzyloxy, allyloxy, azido, acyloxy, (methylthio)methoxy, and methoxy, did not prevent occurrence of this condensation.

The title compounds were synthesized by condensation of 2,3,4,6-tetra- O -benzyl- d -glucono-1,5-lactone with bis- O -(trimethylsilyl)-1,2-diols in the presence of trimethylsilyl trifluoromethanesulfonate as the catalyst. Application to cis - and trans -1,2-diols containing primary, secondary, and tertiary hydroxyl groups was examined, and a new rearrangement was found in the reaction of a d -glucono-1,5-lactone derivative having an acetyl group at O-6.