Organic Letters · 2013 · 95 citations · 47 references
PharmacyBiochemistryChemistryCatalysisNucleic Acid ChemistryReaction EngineeringCatalytic MechanismsNucleic Acid SynthesisNucleobase ChemistryOrganic SynthesisAliphatic Carboxylic AcidsAlkylation ProcessesDecarboxylative CouplingMild Reaction ConditionsNucleobase SynthesisNucleoside ModificationPurine ChemistryRibonucleoside Chemistry
A highly regioselective Minisci reaction with the decarboxylative alkylation of purine nucleosides under mild conditions was developed. With 5 mol % AgNO3 as a catalyst and (NH4)2S2O8 as an oxidant, a series of purine nucleosides including ribosyl, deoxyribosyl, arabinosyl purine nucleosides worked well with primary, secondary, and tertiary aliphatic carboxylic acids.
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Iron-Catalyzed Cross-Coupling Reactions
Alois Fürstner, Andreas Leitner, Marı́a Méndez et al. · Journal of the American Chemical Society · 2002 · 820 citations