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Trimethylsilyl trifluoromethanesulfonate catalyze effective isomerization of 3′,5′-O(tetraisopropyldisiloxane-1,3-diyl)nucleosides (1) in 1,2-dicloroethane at 0°C into 2′,3′-O(tetraisopropyldisiloxane-1,3-diyl)-derivatives (2), which can be obtained in 55-90% yields. On the other hand nucleosides 1 were found to be stable in the presence of tin tetrachloride. Only in the case of uridine derivative 1a a substantial amount of isomerization product 2a was formed.

Effective isomerization of 3', 5'-O-(tetraisopropyldisiloxane-1,3-diyl)nucleosides in the presence of trimethylsilyl trifluoromethanesulfonate