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Bifunctional Silane

The silane 1 reacts with 3',5'-hydroxy groups of nucleoside in DMF in the presence of imidazole to yield cyclic silylene 2. This silylene 2 is not only a protected nucleoside, which spans the 3',5'-hydroxy groups of the sugar moiety, but also forms a trans-fused ring system similar to the biologically important cyclic nucleotides. For this reason, its utilization as a model compound of cyclic nucleotides is anticipated.

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