1: 99 percent / LiBH4 / tetrahydrofuran / 2.5 h / 0 - 20 °C 2: 52 percent / Et3N; DBU / CH2Cl2 / 16 h / 20 °C 3: 95 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1.5 h / -70 °C 4: 87 percent / tetrahydrofuran / 2 h / 0 °C 5: 77 percent / PdCl2(PPh3)2; Bu3SnH / H2O; CH2Cl2 / 16 h / 20 °C 6: Et3N / tetrahydrofuran; H2O / 2 h / 20 °C 7: 94 percent / TBAF / tetrahydrofuran / 0.5 h / 0 - 20 °C 8: 61 percent / SnCl2*2H2O / methanol / 0.75 h / Heating 9: 50 percent / pyridine / CH2Cl2 / 2.5 h / 20 °C 10: 32 percent / NMO; 4 Angstroem molecular sieves; TPAP / CH2Cl2; acetonitrile / 2.5 h / 20 °C 11: 77 percent / PPh3; pyrrolidine; Pd(PPh3)4 / CH2Cl2; acetonitrile / 2.25 h / 20 °C View Scheme

1: 95 percent / TEA / CH2Cl2 / 1 h / 0 °C 2: 88 percent / NaBH4; LiCl / ethanol; tetrahydrofuran / 0 °C 3: 82 percent / dimethylformamide; toluene / 3 h / 60 °C View Scheme

Multi-step reaction with 4 steps 1: 99 percent / LiBH4 / tetrahydrofuran / 2.5 h / 0 - 20 °C2: 52 percent / Et3N; DBU / CH2Cl2 / 16 h / 20 °C3: 95 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1.5 h / -70 °C4: 87 percent / tetrahydrofuran / 2 h / 0 °C