Conclusion
The asymmetric synthesis of S-Ala, S-Val, S-Trp, S-Phe, S-Nle, and S-3,4-dimethoxy-Phe with optical yields of about 90% is carried out by the alkylation of glycine in Ni(II) complexes of its Schiff base with S-2-N-(N'-benzylpropyl) aminobenzophenone by the action of NaOH in DMF or acetonitrile.
Literature cited
Yu. N. Belokon', N. I. Chernoglazova, K. A. Kochetkov, N. S. Garbalinskaya, and V. M. Belikov, J. Chem. Soc., Chem. Commun., 171 (1985).
Yu. N. Belokon', I. E. Zeltser (Zeltzer), V. I. Bakhmutov (Bachmutov), M. B. Saporovskaya, M. G. Ryzhov, A. I. Yanovskii (Yanovsky), Yu. T. Struchkov, and B. M. Belikov, J. Am. Chem. Soc.,105, 2010 (1983).
Yu. N. Belokon', N. I. Chernoglazova, K. A. Kochetkov, N. S. Garbalinskaya, M. G. Ryzhov, V. I. Bakhmutov, M. B. Saporovskaya, E. A. Paskonova, V. I. Maleev, S. V. Vitt, and V. M. Belikov, Izv. Akad. Nauk SSSR, Ser. Khim., 803 (1984).
Yu. N. Belokon', V. I. Maleev, S. B. Vitt, M. G. Ryzhov, Yu. D. Kondrashov, S. N. Golubev, Yu. P. Vauchskii, A. I. Kazika, M. I. Novikova, P. A. Krasutskii, A. G. Yurchenko, I. L. Dubchak, V. E. Shklover, Yu. T. Struchkov, V. I. Bakhmutov (Bachmutov), and V. M. Belikov, J. Chem. Soc., Dalton Trans., 17 (1985).
A. Gordon and R. Ford, Chemist's Companion, Wiley (1973).
Yu. N. Belokon', A. G. Bulichev, V. I. Bakhmutov (Bachmutov), S. V. Vitt, Yu. T. Struchkov, A. G. Batsanov, T. V. Timofeeva, V. A. Tsyryapkin, M. G. Ryzhov, L. A. Lysova, and V. M. Belikov, J. Am. Chem. Soc.,107, 4252 (1985).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2340–2342, October, 1986.
Rights and permissions
About this article
Cite this article
Belokon', Y.N., Chernoglazova, N.I., Garbalinskaya, N.S. et al. A general method for the asymmetric synthesis of α-amino acids by the alkylation of glycine in chiral Ni(II) complexes. Russ Chem Bull 35, 2142–2144 (1986). https://doi.org/10.1007/BF00957546
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00957546