Asymmetric synthesis of amino acids by the catalytic reduction of azlactones using substituted acylaminoacrylic acids 2. Catalysts for reduction of the azlactone of acetaminocinnamic acid
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The reduction of PdCl2 and trans-dichlorobisphenylethylaminopalladium by S(−)-α-phenylethylammoborane yielded a catalyst for the stereospecific reduction of the azlactone of α-acetaminocinnamic acid.
A homogeneous catalystic system was prepared using RhCl3 and S(−)-α-phenylethylamine for the stereospecific reductive aminolysis of the azlactone of acetaminocinnamic acid.
The reductive aminolysis of the azlactone ofα-acetaminocinnamic acid by S(+)-alanine or its methyl ester in the presence of a palladium catalyst proceeds stereospecifically with the formation of N-acetylphenyl-alanylalanine or its methyl ester of predominantly SS configuration, which indicates the possibility of effecting the asymmetric synthesis of acylated dipeptides.
KeywordsMethyl Ester Methyl Ester Palladium Alanine
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