1: 62 percent / TMSN3, (+)-(1S,2S)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane / Pd2(dba)3*CHCl3 / tetrahydrofuran / 1.5 h / -78 °C 2: PPh3 / tetrahydrofuran; H2O / 14 h / Ambient temperature 3: K2CO3 / tetrahydrofuran; H2O / 24 h / Ambient temperature 4: 96 percent / PPh3 / Pd2(dba)3*CHCl3 / tetrahydrofuran / 2 h / Ambient temperature 5: 47 percent / DBU, TBA oxone, Cs2CO3 / CH2Cl2 / 1.) r.t., 30 min, 2.) sonication, 4 h; r.t., 40 h View Scheme

1: 62 percent / TMSN3, (+)-(1S,2S)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane / Pd2(dba)3*CHCl3 / tetrahydrofuran / 1.5 h / -78 °C 2: PPh3 / tetrahydrofuran; H2O / 14 h / Ambient temperature 3: K2CO3 / tetrahydrofuran; H2O / 24 h / Ambient temperature 4: 96 percent / PPh3 / Pd2(dba)3*CHCl3 / tetrahydrofuran / 2 h / Ambient temperature 5: 47 percent / DBU, TBA oxone, Cs2CO3 / CH2Cl2 / 1.) r.t., 30 min, 2.) sonication, 4 h; r.t., 40 h 6: 73 percent / LiBH4 / diethyl ether / 2 h / Ambient temperature View Scheme

1: chiral modular ligand; Et3N / Pd3dba3*CHCl3 / tetrahydrofuran / 5 h / 20 °C 2: 95 percent / PPh3; Et3N / Pd2dba3*CHCl3 / tetrahydrofuran / 12 h / 20 °C 3: 73 percent / MCPBA / CH2Cl2 / 44 h / 20 °C 4: 67 percent / DBU; ozone / tetrahydrofuran / 3 h / -78 - 20 °C 5: 62 percent / PPh3; DEAD / tetrahydrofuran / 6 h / 0 °C 6: 79 percent / DIBAL-H / CH2Cl2; hexane / 1 h / -78 °C 7: 89 percent / OsO4; NMO / acetone; H2O / 12 h / 20 °C 8: 71 percent / pyridine / 10 h / 20 °C 9: 71 percent / TsOH*H2O / 6 h / 20 °C 10: 61 percent / FeCl3*6H2O/SiO2 / CH2Cl2 / 15 h / 20 °C 11: 95 percent / pyridine / 10 h / 20 °C 12: 60 percent / DMF; SOCl2 / pyridine / 8 h / 20 °C 13: 73 percent / NH3 / methanol / 192 h / 20 °C 14: 91 percent / 1 M aq. HCl / 6 h / 80 °C View Scheme