Beilstein J. Org. Chem.2011,7, 1228–1233, doi:10.3762/bjoc.7.143
halides do not alkylate 6-lithiouridine, compounds 3 were prepared in a regioselective manner by sequential treatment of 6-methyluridine 2 with LTMP or LDA (4 equiv) in THF at −30 °C followed by alkylation with ω-alkenyl bromides.
Keywords: C6-alkylation; cyclonucleosides; lithiations; 6-ω
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Graphical Abstract
Scheme 1:
Synthesis of potent antiviral and antitumor cyclonucleosides 5.