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Preparation of Enantiomerically Pure Homophenylalanine Derivatives by Palladium-Catalysed Coupling Reactions
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1994
Year
Asymmetric CatalysisCross-coupling ReactionEngineeringBiochemistryNatural SciencesMethanolOrganic ChemistryHomophenylalanine DerivativesHomophenylalanine Derivatives 5CatalysisOrganometallic CatalysisChemistryPalladium-catalysed Coupling ReactionsPalladium CatalysisDerivative (Chemistry)Synthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Reaction of the glutamic acid derived organozinc reagent 3 with aromatic iodides under palladium catalysis at 50 °C gives homophenylalanine derivatives 5; conversion of adduct 5a to Z-homophenylalanine methyl ester 6 using LiOMe in methanol establishes the usefulness of this method for the preparation of homophenylalanine derivatives.