(E)-11-十四碳烯-1-醇合成路线 （共 56 条）
反应条件
lithium aluminium tetrahydride in tetrahydrofuran; diethylene glycol dimethyl ether T=140°C; 10 h;
参考文献
Zakharkin, L. I.; Guseva, V. V.
Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 733 - 736
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 776 - 779
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; dilithium tetrachlorocuprate in tetrahydrofuran T=-70 - 0°C; 1 h;
参考文献
Moiseenkov, Alexander M.; Czeskis, Boris A.; Ivanova, Natalya M.; Nefedov, Oleg M.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2639 - 2649
反应条件
hydrogenchloride in methanol 4 h;
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, # 7 p. 581 - 582
反应条件
sodium hydroxide in ethanol 0.5 h; Ambient temperature;
参考文献
Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5282 - 5286
反应条件
lithium aluminium tetrahydride in diethyl ether 15 h;
参考文献
Singh, Krishna Nand; Singh, Manorama; Misra, Ram Achal
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1991 , vol. 30, # 9 p. 867 - 868
反应条件
1: 1.) ThxBHCl*Me2S, 2.) KIPBH, 3.) NaOMe, 4.) AcOH 2: 85 percent / 20percent aq. NaOH / aq. ethanol / 0.5 h / Ambient temperature View Scheme
参考文献
Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5282 - 5286
反应条件
dilithium tetrachlorocuprate 1.) THF, 0 deg C, 5 h; 2.) 20 deg C, 1 h;
参考文献
Zakharkin, L. I.; Petrushkina, E. A.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, # 8 p. 1419 - 1422
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 8 p. 1623 - 1628
反应条件
1: 85 percent / PCC / CH2Cl2 / 2 h / -20 °C 2: 1.) Mg / 1.) THF, 2.) THF, -15 deg C, 1 h, 20 deg C, 12 h 3: 93 percent / DMAP / pyridine / 48 h 4: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 5: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 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, # 7 p. 581 - 582
反应条件
1: 1) Li, FeCl3, NH3 / 1) -35 deg C, 1 h, 2) THP, DMSO, -40 deg C, 2 h 2: 3.0 g / TsOH / methanol; H2O / 20 h 3: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 36 h / 140 °C View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 3.0 g / TsOH / methanol; H2O / 20 h 2: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 36 h / 140 °C View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
