1: 70 percent / Pd(dppf)Cl2*CH2Cl2; AsPh3; Cs2CO3 / dimethylformamide; H2O; tetrahydrofuran / 2 h 2: tetrahydrofuran / 19 h / 40 °C 3: 3.9 g / H2O / tetrahydrofuran / 4 h / 65 °C 4: 70 percent / Et3N / acetonitrile / 16 h / 20 °C 5: 82 percent / p-TsOH / acetone / 22 h / 20 °C 6: 78 percent / Et2NH2[{((R)-BINAP)RuCl}2Cl2]; HCl / methanol / 18 h / 25 °C / 62059.4 Torr 7: TFA / CH2Cl2 / 2 h / 20 °C 8: 79 percent / HOAt; DIPEA; HATU / CH2Cl2; dimethylformamide / 16 h / 25 °C 9: 88 percent / Zn; AcOH / tetrahydrofuran / 2 h / 25 °C 10: 69 percent / DMDO / CH2Cl2 / 1 h / -78 - -50 °C View Scheme