1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.5 h; 2.) THF, -78 deg C, 1 h 2: m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 3: 75 percent / NaHCO3 / toluene / 1 h / Heating View Scheme

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere 1.2: 1.5 h / -78 - 20 °C / Inert atmosphere 1.3: 16 h / 20 °C / Inert atmosphere 2.1: Rh2(Piv)4 / dichloromethane / -50 °C / Inert atmosphere View Scheme

1.1: NaBH4 / dimethylformamide / 20 °C 1.2: 62 percent / dimethylformamide / 4 h / 120 °C 2.1: tetrahydrofuran / 1 h / 0 °C 3.1: 6.68 g / tetrahydrofuran / 3.5 h / -78 - 20 °C 4.1: KHMDS / tetrahydrofuran / 0.67 h / -78 °C 4.2: 80 percent / trisyl azide; KOAc; AcOH / tetrahydrofuran / -78 - 20 °C 5.1: 90 percent / aq. LiOH / tetrahydrofuran / 0.5 h / 0 °C 6.1: SnCl2 / dioxane; H2O / 7 h / 0 - 20 °C 7.1: aq. NaOH / 1 h / 20 °C 8.1: 95 percent / diethyl ether 9.1: t-BuOOH; pyridine / CCl4 / 13 h / 20 °C 9.2: 93 percent / Et2NH / CCl4 / 4 h / 50 °C 10.1: 71 percent / H2 / Pd/C / ethyl acetate / 3 h / 20 °C View Scheme

T=280°C; Erwaermen des Reaktionsprodukts mit wss.Kalilauge;

暂无反应条件数据

diisobutylaluminium hydride in toluene T=-78°C; 3 h;

sodium methylate in methanol T=80°C; 5 h; Inert atmosphere;

lithium diisopropyl amide 1.) THF, -78 deg C, 0.5 h; 2.) THF, -78 deg C, 1 h; Yield given. Multistep reaction;