Conclusions
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1.
Under the influence of bases, copper salicylideneglycinate adds to an activated C=C double bond, which is a reaction that is typical for C-H acids.
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2.
Besides salicylaldehyde, acetaldehyde forms a Schiff base with glycine that is quite active in the given reaction.
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3.
A new method was proposed for the synthesis of glutamic acid from glycine and methyl acrylate.
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Literature cited
Enzymes [Russian translation], A. E. Braunstein (editor), Nauka, Moscow (1964).
D. E. Metzler, J. B. Longenedur, and E. E. Snell, J. Am. Chem. Soc.,75, 2786 (1953);76, 639 (1954).
D. E. Metzler, M. Ikawa, and E. E. Snell, J. Am. Chem. Soc.,76, 648 (1954).
E. E. Snell, P. M. Fasella, A. Braunstein, and A. Rossi Fanelli, in: Chemical and Biological Aspects of Pyridoxal Catalysis, Pergamon Press (1963), p. 1.
A. E. Martell and I. Matsusima, in: Chemical and Biological Aspects of Pyridoxal Catalysis [Russian translation], Nauka, Moscow (1968), pp. 26–37.
M. Ikawa and E. E. Snell, J. Am. Chem. Soc.,76, 653 (1954).
K. Toi, Y. Izumi, and S. Akabori, Bull. Chem. Soc. Japan,35, 1422 (1962).
M. Ando and E. Emoto, Bull. Chem. Soc. Japan,42, 2628 (1969).
M. Ando and E. Emoto, Bull. Chem. Soc. Japan,42, 2624 (1969).
Kaoru Harada and Jun-ich Oh-hashi, J. Org. Chem.,32, 1103 (1967).
K. Hirota and Y. Izumi, Bull. Chem. Soc. Japan,40, 182 (1967).
K. Hirota, K. Miyamoto, and Y. Izumi, Bull. Chem. Soc. Japan,40, 182 (1967).
H. Sato, K. Okawa, and S. Akabori, Bull. Chem. Soc. Japan,30, 937 (1957).
V. M. Belikov, S. V. Vitt, N. I. Kuznetsova, M. G. Bezrukov, and M. B. Saporovskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2536 (1969).
A. Nakahara, Bull. Chem. Soc. Japan,32, 1195 (1959).
Organic Syntheses [Russian translation], Coll. Vol. 1, IL (1949), p. 37.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1338–1341, June, 1972.
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Belokon', Y.N., Belikov, V.M., Kuznetsova, N.I. et al. Amino acids as C-H acids. Russ Chem Bull 21, 1288–1291 (1972). https://doi.org/10.1007/BF00854546
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DOI: https://doi.org/10.1007/BF00854546