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Microwave-Assisted Michael Addition of Some Pyrimidine and Purine Nucleobases with α,β-Unsaturated Esters: A Rapid Entry into Carboacyclic Nucleoside Synthesis
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2005
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Microwave SynthesisEngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisPurine NucleobasesOrganic ChemistryMicrowave-assisted Michael AdditionSynthetic ChemistryChemistryNatural Product SynthesisRapid EntryEfficient ProcedureEnantioselective SynthesisBiomolecular Engineering
An efficient procedure for the synthesis of some carboacyclic nucleosides via microwave-assisted Michael addition of various nucleobases to α,β-unsaturated esters in the presence of tetrabutylammonium bromide (TBAB) and DABCO is described. Using this method, some pyrimidine and purine nucleobases have been alkylated regioselectively in moderate to high yields and short reaction time.