Amino Acids and Peptides. XVI. : A New Synthesis of α-Phenylglycine and Its Derivatives

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N, N-Diethyl phenylacetamide and N-n-butyl phenylacetamide were respectively α-lithiated, followed by amination with methoxyamine to give α-phenylglycine N, N-diethylamide (IVa) and α-phenylglycine N-n-butylamide (IVc). However, phenylacetamide gave phenylglyoxylamide only and tert-butyl phenylacetate did not undergo the above amination reaction. Benzylisocyanide and N-(diphenylmethylene) benzylamine (VII) were respectively α-lithiated, subjected to carboxylation, followed by acid hydrolysis to give α-phenylglycine (I) in good yields.