tetrachloromethane; water bei der Ozonspaltung;

1: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C View Scheme

1: 1) n-BuLi / 1) THF, -30 deg C, 2 h, 2) THF, -78 deg C, 2 h, then -78 dec C -> rt, 16 h 2: 97 percent / tetrahydrofuran / 4 h / Heating 3: 39 percent / LDA / tetrahydrofuran; hexane / 5 h / 0 deg C -> 25 deg C 4: 98 percent / H2 / Pt / ethyl acetate / 48 h / 760 Torr 5: 48 percent / Zn(BH4)2 / diethyl ether / 1) 0 deg C, 3 h, 2) rt, 24 h View Scheme

1: p-TsOH / hexane / 12 h / Heating 2: 64.5 percent View Scheme

1: p-TsOH / hexane / 12 h / Heating 2: 64.5 percent 3: TsOH / acetone View Scheme

lithium hexamethyldisilazane in tetrahydrofuran T=-10 - 20°C; Kocienski-Julia reaction;

sodium hexamethyldisilazane Yield given. Multistep reaction;

toluene-4-sulfonic acid in toluene Heating;