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Enantioselective Syntheses of (<i>R</i>)‐Amino Acids Using <scp>L</scp>‐Valine as Chiral Agent
254
Citations
5
References
1981
Year
Bioorganic ChemistryOrganic ChemistryHeterocycle ChemistryMedicinal ChemistryStereoselective SynthesisChiral AgentBiochemistryMedicineDiversity-oriented SynthesisPharmacologyAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringNatural SciencesPlanar Dihydropyrazine Anion-Amino AcidsCyclic Bislactim EthersSynthetic ChemistryDrug Discovery
(R)-Amino Acids can be synthesized via the cyclic bislactim ethers (dihydropyrazines) of cyclo-(L-Val-Gly), by successive metalation, alkylation, and hydrolysis, in good yields and in high optical purity. They are e.g. of importance as enzyme inhibitors. Presumably the reaction proceeds via the planar dihydropyrazine anion (1).
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