醋酸(E)-11-十四烯酯合成路线 （共 62 条）
反应条件
1: PBr3, pyridine 2: 1.) Mg / 2.) Li2CuCl4 / 1.) THF; 2.) 0 deg C, 3 h, 20 deg C, 2 h 3: 88 percent / potassium iodide / acetic acid / 20 h / Heating View Scheme
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: 1.) Mg / 2.) Li2CuCl4 / 1.) THF; 2.) 0 deg C, 3 h, 20 deg C, 2 h 2: 88 percent / potassium iodide / acetic acid / 20 h / Heating View Scheme
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 / lithium diisopropylamide / tetrahydrofuran / 0.25 h / -78 °C 2: 71 percent / tetrahydrofuran / -79 °C 3: acetic acid / 80 °C View Scheme
参考文献
Macdonald, Timothy L.; Narayanan, Amirthalingam B.; O'Dell, Dale E.
Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1504 - 1506
反应条件
1: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 2: 92 percent / pyridine 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: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 36 h / 140 °C 2: 1.3 g / pyridine / 24 h / Ambient temperature 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: 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 4: 1.3 g / pyridine / 24 h / Ambient temperature 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 3: 1.3 g / pyridine / 24 h / Ambient temperature 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: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature 2: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h 3: p-TsOH / methanol / 2 h / Heating 4: 90 percent / LiAlH4 / 1,2-dimethoxy-ethane / 48 h / 140 °C 5: 95 percent / pyridine / diethyl ether View Scheme
参考文献
Canevet; Roeder; Vostrowsky; Bestmann
Chemische Berichte, 1980 , vol. 113, # 3 p. 1115 - 1120
反应条件
1: p-toluenesulfonic acid / methanol; H2O / 3 h / Heating 2: 83 percent / pyridine / 1 h / Heating View Scheme
参考文献
Ratovelomanana, Victorin; Linstrumelle, Gerard
Synthetic Communications, 1984 , vol. 14, # 2 p. 179 - 188
反应条件
1: ω-Hydroxyundecyl triphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-15°C; 2 h; 2: propionaldehyde in tetrahydrofuran; hexane T=-15 - 20°C; 3: acetic anhydride With pyridine T=20°C; 15 h; Further stages. Title compound not separated from byproducts.;
参考文献
Li; Yong; Aisa
Chemistry of Natural Compounds, 2008 , vol. 44, # 2 p. 224 - 226
