Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 110 - 118 (1991)
Update date:2022-08-12
Topics:
Belokon', Yu. N.
Maleev, V. I.
Videnskaya, S. O.
Saporovskaya, M. B.
Tsyryapkin, V. A.
Belikov, V. M.
A new class of catalysts of interfacial asymmetrical alkylation is suggested for the synthesis of α-amino acids - positively charged complexes of the transition metals Cu(II), Ni(II), and Pd(II).These complexes consist of several fragments, by variation of which the structure of the catalysts can readily be modified.The complexes are chiral on account of (S)proline derivatives contained in them as one of the fragments.The catalyst complexes (C) were used in alkylation of amino acid fragments of Ni(II) complexes of the Schiff base of glycine with N-(2-pyridinecarbonyl)-o-aminobenzophenone (Ni-PBP-Gly) and the Schiff base of alanine with N-(2-pyridinecarbonyl)-o-aminobenzaldehyde (Ni-PBA-Ala) under interfacial conditions.After decomposition of alkylated complexes, phenylalanine and α-methyl-phenylalanine were isolated with yields of 33-87percent and optical purity (o. p.) from 3 to 21percent, depending on the C used.
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