Fig. 2: Reaction development, configurational stability study and substituent effect on nitrogen.
From: The asymmetric synthesis of an acyclic N-stereogenic amine
a, aOptimization of the catalytic reaction was carried out as mentioned above, and the yield was determined by 1H NMR using an internal standard. b, Under the optimized condition result for product 1c. c,d, Configurational stability study of product 1d using HPLC method at 25 °C, and the obtained data were plotted as e.e. compared with time. e, Evaluation of substituent effect around the nitrogen centre of the anomeric amines. bUsing catalyst 4h. cUsing catalyst 4l. dUsing catalyst 4m. eUsing catalyst 4d. 2-Phenan, 2-Phenanthryl; TBS, tert-butyldimethylsilyl; TDS, thexyldimethylsilyl; Bn, benzyl; PhMe, toluene; ND, not determined; NP, not possible.
