Chiral salen–metal complexes as novel catalysts for the asymmetric synthesis of α-amino acids under phase transfer catalysis conditions

• Published in: Tetrahedron Vol. 57; no. 13; pp. 2491 - 2498
• Main Authors: Belokon, Yuri N, North, Michael, Churkina, Tatiana D, Ikonnikov, Nikolai S, Maleev, Victor I
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 26.03.2001; Elsevier
• Subjects: amino-acid; asymmetric-catalysis; Chemistry; Chemistry, Organic; copper; phase-transfer-catalysis; Physical Sciences; Schiff-bases; Science & Technology; copper; asymmetric-catalysis; phase-transfer-catalysis; amino-acid; Schiff-bases; QUATERNARY AMMONIUM SALT; ENANTIOSELECTIVE SYNTHESIS; ALKYLATION; ESTERS

Chiral salen–metal complexes have been tested as catalysts for the C-alkylation of Schiff's bases of alanine and glycine esters with alkyl bromides under phase-transfer conditions (solid sodium hydroxide, toluene, ambient temperature, 1–10 mol% of the catalyst). The best catalyst, which was der...