Synthesis and utilization of optically active alpha-aminophosphonate derivatives by Kabachnik-Fields reaction

Balint, Erika; Tajti, Adam; Kalocsai, Dorottya; Matravolgyi, Bela; Karaghiosoff, Konstantin; Czugler, Matyas and Keglevich, Gyorgy (2017): Synthesis and utilization of optically active alpha-aminophosphonate derivatives by Kabachnik-Fields reaction. In: Tetrahedron, Vol. 73, No. 38: pp. 5659-5667

Abstract

(S)-alpha-Phenylethylamine was used in the microwave-assisted Kabachnik-Fields condensation with paraformaldehyde and > P(O)H species, such as dialkyl phosphites, ethyl phenyl-H-phosphinate and diphenylphosphine oxide to provide optically active alpha-aminophosphonates, alpha-aminophosphinate and alpha-aminophosphine oxide, or using a two equivalent quantity of paraformaldehyde and (RO)(2)P(O)H or Ph2P(O)H, bis(phosphonomethyl)amines and bis(phosphinoylmethyl)amine, respectively. The bis(phosphinoylmethyl)amine served as a precursor for an optically active bidentate P-ligand in the synthesis of a chiral platinum complex.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0040-4020
• Language: English