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Simple and Highly Enantioselective Nonenzymatic Ring Opening of Cyclic Prochiral Anhydrides
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1999
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Natural Product SynthesisBioorganic ChemistryHeterocyclicBiochemistryNatural SciencesCyclic Prochiral AnhydridesEnantioselective MethanolysisEquivalent Cinchona AlkaloidOrganic ChemistryChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisCyclic Meso-anhydrides
A convenient highly enantioselective methanolysis of cyclic meso-anhydrides only requires one equivalent cinchona alkaloid and low temperature. Both enantiomers can be easily obtained with up to 98% ee by using either quinine or quinidine.