1.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 1.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 2.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 3.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 4.1: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C View Scheme

1.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 1.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 2.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr View Scheme

1.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 1.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 2.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 3.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 4.1: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C 5.1: 79 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C 6.1: 94 percent / H2 / Pd/C / ethyl acetate / 24 h View Scheme