jo502233m_si_002.cif (19.39 kB)
Asymmetric Synthesis of Functionalized Tetrasubstituted α‑Aminophosphonates through Enantioselective Aza-Henry Reaction of Phosphorylated Ketimines
dataset
posted on 2015-01-02, 00:00 authored by Javier Vicario, Pablo Ortiz, José M. Ezpeleta, Francisco PalaciosBifunctional 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.