Synthesis of α-amino acids via asymmetric phase transfer-catalyzed alkylation of achiral nickel (II) complexes of glycine-derived Schiff bases

…, P Kocovský, KA Kochetkov, OV Larionov…

Index: Belokon, Yuri N.; Bespalova, Natalia B.; Churkina, Tatiana D.; Cisarova, Ivana; Ezernitskaya, Marina G.; Harutyunyan, Syuzanna R.; Hrdina, Radim; Kagan, Henri B.; Kocovsky, Pavel; Kochetkov, Konstantin A.; Larionov, Oleg V.; Lyssenko, Konstantin A.; North, Michael; Polasek, Miroslav; Peregudov, Alexander S.; Prisyazhnyuk, Vladimir V.; Vyskocil, Stepan Journal of the American Chemical Society, 2003 , vol. 125, # 42 p. 12860 - 12871

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Citation Number: 107

Abstract

Achiral, diamagnetic Ni (II) complexes 1 and 3 have been synthesized from Ni (II) salts and the Schiff bases, generated from glycine and PBP (7) and PBA (11), respectively, in MeONa/MeOH solutions. The requisite carbonyl-derivatizing agents pyridine-2-carboxylic acid (2-benzoyl-phenyl)-amide 7 (PBP) and pyridine-2-carboxylic acid (2-formyl-phenyl)- amide 11 (PBA) were readily prepared from picolinic acid and o-aminobenzophenone or ...