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Access to a new type of homo-C nucleosides with a split 8-deazapurine via A 1,3-dipolar cycloaddition reaction


, : Access to a new type of homo-C nucleosides with a split 8-deazapurine via A 1,3-dipolar cycloaddition reaction. Nucleosides & Nucleotides 16(3): 291-300

Upon a 1,3-dipolar addition reaction with trimethylsilyl acetylene, azides (R,S)-7 were converted to the triazoles (R,S)-8. These diastereoisomers were separated and individually protodesilylated to yield (R)- and (S)-9, fully characterized by NMR. Structural assignments of unsaturated side compounds were deduced from a QUIET-NOESY experiment. Compounds (R)and (S)-9 represent a new type of homo-C-nucleosides with a "split" 8-azapurine base moiety.

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