Asymmetric Synthesis of Functionalized Tetrasubstituted alpha-Aminophosphonates through Enantioselective Aza-Henry Reaction of Phosphorylated Ketimines

作者：Vicario Javier; Ortiz Pablo; Ezpeleta Jose M; Palacios Francisco^*

来源：Journal of Organic Chemistry, 2015, 80(1): 156-164.

DOI：10.1021/jo502233m

Bifunctional Cinchona alkaloid thioureas efficiently catalyze asymmetric nucleophilic addition of nitromethane to ketimines derived from alpha-aminophosphonic acids to afford tetrasubstituted alpha-amino-beta-nitro-phosphonates. Catalytic hydrogenation of (S)-alpha-amino-beta-nitro-phosphonate 2d gives enantiopure (S)-alpha,beta-diaminophosphonate 3.

• 出版日期2015-1-2