New chiral NiII complexes of Schiff’s bases of glycine and alanine for efficient asymmetric synthesis of α-amino acids

Autor: A. S. Saghiyan, Victor N. Khrustalev, Arpine V. Geolchanyan, Satenik G. Petrosyan, Luisa L. Manasyan, Silva M. Djamgaryan, Victor I. Maleev, Sargis A. Andreasyan, Slavik A. Dadayan
Rok vydání: 2006
Předmět:
Zdroj: Tetrahedron: Asymmetry. 17:455-467
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2006.01.026
Popis: New modified chiral auxiliaries (S)-N-(2-benzoylphenyl)-1-(2-chlorobenzyl)pyrrolidine-2-carboxamide (2-CBPB) and (S)-N-(2-benzoylphenyl)-1-(3,4-dimethylbenzyl)pyrrolidine-2-carboxamide (3,4-DMBPB) and their NiII complexes of Schiff’s base with glycine and alanine have been synthesized and tested in asymmetric C-alkylation and aldol condensation reactions of amino acid moieties. The tests proved that both new auxiliaries were efficient with the ee’s of the final amino acids as high as 98% even in case of α-methyl-α-amino acid synthesis.
Databáze: OpenAIRE