Asymmetric Synthesis of α-Aminophosphonates Using the Inexpensive Chiral Catalyst 1,1’-Binaphthol Phosphate

Abstract

Asymmetric addition under mild conditions of dialkyl phosphites on aldimines derived from cinnamaldehyde catalyzed by the inexpensive chiral organocatalyst (R)-3,3’-[4-fluorophenyl]2-1,1’-binaphthol phosphate has been found effective to give new α-amino-phosphonates 9 in moderate yields (30–65%) and enantiomeric excess (8.4%–61.9%).

Keywords

• α-aminophosphonate derivatives
• aldimines
• cinnamaldehyde
• chiral organo- catalyst
• asymmetric addition