lithium hydroxide in tetrahydrofuran; water 13 h; Ambient temperature;

1: LiOH / tetrahydrofuran; H2O / 13 h / Ambient temperature 2: diethyl ether View Scheme

Multi-step reaction with 2 steps 1: LiOH / tetrahydrofuran; H2O / 13 h / Ambient temperature2: 70 percent / Me3Al / hexane / 20 h / 60 °C  

Multi-step reaction with 5 steps 1: LiOH / tetrahydrofuran; H2O / 13 h / Ambient temperature2: 70 percent / Me3Al / hexane / 20 h / 60 °C3: 63 percent / H2 / Lindlar catalyst / benzene / 760 Torr4: OsO4, N-morpholine N-oxide monohydrate / dimethylformamide; 2-methyl-propan-2-ol / 4.5 h / -20 °C5: TsOH / acetone / 2 h / Ambient temperature