n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78 - 20°C; 16 h;

hydrogenchloride in tetrahydrofuran 0.5 h; Ambient temperature;

n-butyllithium; sodium hydride in tetrahydrofuran; hexane T=-30 - 0°C;

1: 95 percent / zinc dust / tetrahydrofuran / 0.92 h / Heating 2: 85 percent / 10percent aq. HCl / tetrahydrofuran / 0.5 h / Ambient temperature View Scheme

1: 95 percent / 4-(dimethylamino)pyridine; Et3N; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH2Cl2 / 24 h / 20 - 25 °C View Scheme

暂无反应条件数据

tetra-(n-butyl)ammonium iodide; sodium carbonate in acetonitrile Heating; Title compound not separated from byproducts;

1: 82 percent / HC(OMe)3; p-TSA / 6 h / 20 °C 2: NaI; Na2CO3; tetrabutylammonium iodide / acetonitrile / Heating 3: 67 percent / BF3*Et2O / CH2Cl2 / 0 °C 4: 63 percent / NaBH(OAc)3 / acetic acid; acetonitrile / 52 h / 0 - 20 °C 5: H2 / Pd(OH)2/C / methanol / 4 h / 20 °C / 760 Torr 6: 0.19 g / NEt3 / CH2Cl2 / 15 h / 20 °C View Scheme

1: 82 percent / HC(OMe)3; p-TSA / 6 h / 20 °C 2: NaI; Na2CO3; tetrabutylammonium iodide / acetonitrile / Heating 3: 67 percent / BF3*Et2O / CH2Cl2 / 0 °C 4: 63 percent / NaBH(OAc)3 / acetic acid; acetonitrile / 52 h / 0 - 20 °C 5: H2 / Pd(OH)2/C / methanol / 4 h / 20 °C / 760 Torr View Scheme

potassium carbonate in acetone T=20°C; 12 h;