1.1: 86 percent / p-TsOH / toluene / 0.33 h 2.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 2.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 3.1: (S)-BINAP; Rh(I); H2 / methanol View Scheme

1.1: 86 percent / p-TsOH / toluene / 0.33 h 2.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 2.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 3.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 4.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C View Scheme

in pyridine; cyclohexane; water; ethyl acetate

N,N,N',N',N'',N''-hexamethylphosphoric triamide T=160 - 180°C;

1.1: 86 percent / p-TsOH / toluene / 0.33 h 2.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 2.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 3.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 4.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 5.1: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C View Scheme

1.1: 86 percent / p-TsOH / toluene / 0.33 h 2.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 2.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 3.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr View Scheme

diisobutylaluminium hydride in hexane; dichloromethane T=-78°C; Reduction; 3 h;

Schwartz's reagent in tetrahydrofuran T=20°C; Inert atmosphere;

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C 1.2: 78 percent / tetrahydrofuran / -78 - 20 °C 2.1: 88 percent / DIBAL-H / tetrahydrofuran / 2 h / -78 °C View Scheme

1: 79 percent / DMAP / acetonitrile 2: 94 percent / DIBALH / CH2Cl2; hexane / 3 h / -78 °C View Scheme