1.1: 93 percent / NaN3 / acetone / 20 h 2.1: H2 / Pd-C 2.2: 98 percent / HCl / diethyl ether 3.1: 93 percent / CH2Cl2 / 20 °C 4.1: 85 percent / CsOH*H2O; K2CO3 / (R,R)-3,4,5-trifluorophenyl-NAS bromide / toluene / 22 h / -40 °C 5.1: NaCNBH3 / tetrahydrofuran / 0 °C 5.2: 92 percent / NaHCO3; NaI / acetonitrile / 60 °C 6.1: 95 percent / H2 / PdCl2 / ethyl acetate; acetic acid / 6 h / 20 °C / 2068.59 Torr View Scheme

sodium azide in acetone 20 h;