Conclusions
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1.
Reductive methanolysis of 2-methyl-4-benzylideneoxazol-5-one in the presence of S-αp-henylethylamine, comprising hydrogenation of the C=C double bond and fission of the oxazolone ring, proceeds without the formation of intermediate products in quantity.
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2.
Z- and E-methyl esters of benzoylaminocinnamic acids on hydrogenation in the presence of a chiral catalytic system based on PdCl2 and S-α-phenylethylamine give the methyl esters of S- and R-benzoylphenylalanine, respectively.
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3.
Hydrogenation of E- and Z-benzoylaminocinnamic acids gives S- and R-benzoylphenylalanine, respectively.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 815–821, April, 1981.
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Godunova, L.F., Levitina, E.S., Karpeiskaya, E.I. et al. Asymmetric synthesis of amino acids by the catalytic reduction of azlactones of protected acylaminoacrylic acids. Russ Chem Bull 30, 595–600 (1981). https://doi.org/10.1007/BF00949721
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DOI: https://doi.org/10.1007/BF00949721