C-phosphorylated imines in synthesis of non-racemic α-fluoroalkylated aminophosphonic acid derivatives

Abstract

Recent achievements in asymmetric synthesis of α-polyfluoroalkylated aminophosphonic acid derivatives from C-phosphorylated imines are summarized. The synthetic potential of fluoroalkylated iminophosphonates was revealed by their easy diastereoselective functionalization (hydrogenation, proline-catalyzed Mannich reaction with acetone, cycloaddition with diazomethane) to afford optically active compounds bearing biorelevant α-polyfluoroalkylated α-aminophosphonic fragment.

Graphical Abstract

Keywords:

• Iminophosphonates
• non-racemic polyfluoroalkylated aminophosphonic acids
• fluoroalkyl
• trifluoromethyl
• diastereoselective synthesis

Disclosure statement

No potential conflict of interest was reported by the authors.