(E)-11-十四碳烯-1-醇合成路线 (共 56 条)
反应条件
1: 93 percent / DIBAH / diethyl ether; toluene / 1.5 h / -20 °C 2: 97 percent / pyridine / 18 h / -5 - 0 °C 3: 82 percent / LiAlH4 / diethyl ether / 1.5 h 4: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: 82 percent / LiAlH4 / diethyl ether / 1.5 h 2: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. 2: 97 percent / LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 10 h / 140 °C View Scheme
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
1: 75 percent / 18-crown-6-ether, KOH / petroleum ether / 10 h / 90 - 110 °C 2: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. 3: 97 percent / LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 10 h / 140 °C View Scheme
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
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: 56.67 percent / KOH / methanol / electrosynthesis 2: 90.9 percent / LiAlH4 / diethyl ether / 15 h View Scheme
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: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C 4: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 92 percent / 2N NaOH / 5 h / Heating 2: 90 percent / H2SO4 / 24 h / Heating 3: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 4: n-BuLi / toluene / 2 h / 25 °C 5: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 2: n-BuLi / toluene / 2 h / 25 °C 3: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: n-BuLi / toluene / 2 h / 25 °C 2: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820