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Published TCIMAIL newest issue No.197
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Bifunctional Silane
No.106(April 2002)
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.
References
- 1)New sila-analogues of cyclic nucleotides
- 2)Peterson alkenation
- 3)Silaketals as tethers in intramolecular radical cyclizations
- 4)Synthesis of hexanucleotide analogues with diisopropylsilyl internucleotide linkages
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