Asymmetric Synthesis of Functionalized Tetrasubstituted alpha-Aminophosphonates through Enantioselective Aza-Henry Reaction of Phosphorylated Ketimines
- Egileak:
- Javier Vicario, Pablo Ortiz, José M. Ezpeleta, Francisco Palacios
- Urtea:
- 2015
- Aldizkaria:
- The Journal of Organic Chemstry
- Liburukia:
- 80
- Hasierako orria - Amaierako orria:
- 156 - 164
- Deskribapena:
-
Bifunctional Cinchona alkaloid thioureas efficiently catalyze asymmetric nucleophilic addition of nitromethane to ketimines derived from α-aminophosphonic acids to afford tetrasubstituted α-amino-β-nitro-phosphonates. Catalytic hydrogenation of (S)-α-amino-β-nitro-phosphonate 2d gives enantiopure (S)-α,β-diaminophosphonate 3.