hydrogen; palladium in ethanol P=760 Torr; 3 h; Ambient temperature;

1: 96 percent / H2 / Pd / ethanol / 3 h / 760 Torr / Ambient temperature 2: DCC / tetrahydrofuran / Ambient temperature 3: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min 4: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature 5: 1) K2CO3, 2) 15percent HCl/dioxane / 1) H2O, 2) rt, overnight View Scheme