A highly enantioselective four-component reaction for the efficient construction of chiral β-hydroxy-α-amino acid derivatives

Yu Qian, Changcheng Jing, Shunying Liu, Wenhao Hu
2013 Chemical Communications  
S2 85% yield; 75:25 dr (anti:syn); 93% ee (anti); determined by HPLC (Daicel Chirapak IA, flow rate 1.0 mL/min, hexane/isopropanol/alcohol = 240:15:50, 254 nm, Retention time: t minor = 19.0 min, t major = 16.2 min.); 1 H NMR (CDCl 3 , 500 MHz) δ 1.11 (t, J = 7.0 Hz, 3H), 3.99-4.09 (comp, 3H), 4.50 (dd, J = 2.5, 10.5 Hz, 1H), 4.83 (d, J = 10.5 Hz, 1H), 5.39 (dd, J = 2.5, 6.5 Hz, 1H), 6.56 (d, J = 8.7 Hz, 2H), 7.27 (d, J = 8.7 Hz, 1H), 7.54 (t, J = 7.7 Hz, 2H), 7.66 (t, J = 7.0 Hz, 1H), 7.94 (d,
more » ... J = 7.7 Hz, Electronic Supplementary Material (ESI) for Chemical Communications This journal is
doi:10.1039/c3cc40546j pmid:23435435 fatcat:yvtfigun45esnfrkrhbgkoynna