Synthesis of .alpha.-Amino Acids via Asymmetric Phase Transfer-Catalyzed Alkylation of Achiral Niclkel(II) Complexes of Glycine-Derived Schiff bases

0181748 - UFCH-W 20030187 RIV US eng J - Journal Article
Belokon, Y. N. - Bespalova, N. B. - Churkina, T. D. - Císařová, I. - Ezernitskaya, M. G. - Harutyunyan, S. R. - Hrdina, R. - Kagan, H. B. - Kočovský, P. - Kochetkov, K. A. - Larionov, O. G. - Lysenko, K. A. - North, M. - Polášek, Miroslav - Peregudov, A. S. - Prisyazhnyuk, V. V. - Vyskočil, Š.
Synthesis of .alpha.-Amino Acids via Asymmetric Phase Transfer-Catalyzed Alkylation of Achiral Niclkel(II) Complexes of Glycine-Derived Schiff bases.
Journal of the American Chemical Society. Roč. 125, - (2003), s. 12860-12870. ISSN 0002-7863. E-ISSN 1520-5126
R&D Projects: GA ČR GP203/01/D051
Institutional research plan: CEZ:AV0Z4040901
Keywords : .alpha.amino acids * achiral nickel(II) * glycine-derived schiff bases
Subject RIV: CF - Physical ; Theoretical Chemistry
Impact factor: 6.516, year: 2003

Achiral, diamagnetic Ni(II) complexes 1 and 3 have been synthesized from Ni(II) salts and the schift bases, generated from glycide and PBP(7) and PBA(11), respectively, in MeONa/MeOH solutions. The requisite carbonyl-derivatizing agents pyridine-2-carboxylic acid(2-bezoyl-phenyl)-amide 7 (PBP) andpyridine-2-carboxylic acid(2-formyl-phenyl)-amide 11 (PBA) were readily prepared from picolinic acid and o-aminobenzophenone or picolinic acid and methyl o-anthranilate, respectively. The structure of 1 was established by x-ray crystalography.
Permanent Link: http://hdl.handle.net/11104/0078270