反式-9-十二碳烯-1-醇合成路线 （共 33 条）
反应条件
1: LiAlH4 / diethyl ether / 1 h / 0 °C 2: p-toluenesulfonic acid / methanol; H2O / 3 h / Heating View Scheme
参考文献
Canevet; Roeder; Vostrowsky; Bestmann
Chemische Berichte, 1980 , vol. 113, # 3 p. 1115 - 1120
反应条件
1: 1) butyl lithium, diisopropylamine / 1) ether, 1h, 2) 6h, reflux 2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 4: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
1: 90 percent / HCl / 1) 0 deg C, 4h, 2) r.t., 24h 2: 97 percent / m-chloroperbenzoic acid, Na-acetate / CHCl3 / 3 h 3: 1) butyl lithium, diisopropylamine / 1) ether, 1h, 2) 6h, reflux 4: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 5: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 6: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
1: LAH 2: 90 percent / HCl / 1) 0 deg C, 4h, 2) r.t., 24h 3: 97 percent / m-chloroperbenzoic acid, Na-acetate / CHCl3 / 3 h 4: 1) butyl lithium, diisopropylamine / 1) ether, 1h, 2) 6h, reflux 5: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 6: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 7: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
1: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 2: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 3: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
1: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 2: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
1: 97 percent / m-chloroperbenzoic acid, Na-acetate / CHCl3 / 3 h 2: 1) butyl lithium, diisopropylamine / 1) ether, 1h, 2) 6h, reflux 3: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 4: 1) CuI2 / 1) ether, -10 deg C, 10min, 2) 0 deg C, 4h 3) r.t. 5: 90 percent / PTS / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
sodium hydride; dimethyl sulfoxide in tetrahydrofuran 0.5 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Horiike; Tanouchi; Hirano
Agricultural and Biological Chemistry, 1980 , vol. 44, # 2 p. 257 - 261
反应条件
KSiMe3; n-butyl-magnesium chloride 1) -60 deg C, 40 h; Title compound not separated from byproducts;
参考文献
Franzini, Livia; Moret, Etienne; Schlosser, Manfred
Chemische Berichte, 1997 , vol. 130, # 1 p. 83 - 87
反应条件
dilithium tetrachlorocuprate; ethylmagnesium bromide 1.) THF, 40-50 deg C, 2.) THF, HMPA, from -70 deg C to 0 deg C, 1 h; Yield given. Multistep reaction;
参考文献
Cheskis, B. A.; Ivanova, N. M.; Moiseenkov, A. M.; Nefedov, O. M.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 7 p. 1372 - 1380
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 7 p. 1555 - 1562
