Summary
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1.
From compounds of the type CCl2=CH(CH2)nX (X=C6Hg5, C6H4Cl, n=1; X=COOH, n=2, 3, 4, 6; X=C6H4(CO)2N, n=4) the following α-amino carboxylic acids were prepared: 3-phenylalanine, 3-p-chlorophenylalanine, glutamlc, α-aminoadipic, α-aminopimelic, and α-aminosuberlc acids, and lysine dihydrochloride.
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2.
A method is proposed for the synthesis of 2-chloro-3-phenylpropionlc acid by the action of chlorine on 1,1-dichloro-3-phenylpropene in a formic acid medium.
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Literature cited
A. N. Nesmeyanov, R. Kh. Freidlina and L. I. Zakharkin, Prog. Chem. 25, 665 (1956); Quart. Revs., London, Chem. Soc. 10, 330 (1956).
A. N. Nesmeyanov, V. N. Kost and R. Kh. Freidlina, Proc. Acad. Sci. USSR 103, 1029 (1955).
R. Kh. Freidlina, V. N. Kost, and A. N. Nesmeyanov, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 1202.
A. N. Nesmeyanov, V. N. Kost, T. T. Vasil'eva and R. Kh. Freidlina, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1958, 152.
R. Goudry, Canad. J. Research 23B, 88 (1945).
R. Goudry and L. Berlinguet, Canad. J. Reseach 27B, 282 (1949).
A. N. Nesmeyanov, R. Kh. Freidlina and R. G. Petrova, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1957, 451.
A. N. Nesmeyanov, R. Kh. Freidlina and N. A. Semenov, Bull. Acad. Sci. USSR, Div. Chem. Sci. (in the press).
A. N. Nesmeyanov, R. Kh. Freidlina, L. I. Zakharkin, E. I. Vasil'eva, V. N. Kost and T. T. Vasil'eva, J. Gen. Chem. 27, 2418 (1957).
A. V. Dombrovskii, A. M. Yurkevich and A. P. Terent'ev, J. Gen. Chem. 27, 3346 (1957).
T. Waalkes, Wm. Fones and J. White, J. Amer. Chem. Soc. 72, 5760 (1950).
Organic Synthesis (Russian translation), Vol. 3, Foreign Lit. Press, Moscow, 1952, p. 435.
J. Nevelzel, W. Shelberg and C. Niemann, J. Amer. Chem. Soc. 71, 3024 (1949).
P. L'Ecuyer and C. Oliver, Canad. J. Research 27B, 689 (1949).
G. Paris, R. Goudry and L. Berlinguet, Canad. Chem. 33, 1724 (1955).
L. Wolff, Liebigs Ann. Chem. 260, 122 (1890).
V. V. Feofilaktov and A. Ivanov, J. Gen. Chem. 13, 437 (1943) [USSR].
W. Treibs and R. Heinz, Ber. 89, 51 (1956).
D. W. Adamson, J. Chem. Soc. 1939, 1566.
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Freidlina, R.K., Kost, V.N., Vasil'eva, T.T. et al. Synthesis of inactive α-aminocarboxylic acids from compounds containing a CC12=CH group. Russ Chem Bull 8, 800–803 (1959). https://doi.org/10.1007/BF00915906
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DOI: https://doi.org/10.1007/BF00915906