醋酸(Z)-11-十四烯酯合成路线 （共 59 条）
反应条件
1: p-toluenesulfonic acid monohydrate / methanol; H2O / 2 h / 50 °C
2: pyridine / 1.) 18 h, 0 deg C, 2.) 18 h, room temp.
View Scheme
参考文献
Michelot, Didier
Synthesis, 1983 , # 2 p. 130 - 134
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
反应条件
1: 81 percent / triphenylphosphine, bromine / CCl4 / 0.5 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
1: pyridine
2: 1) LiCuCl4; 2) Mg; 3) diisobutylaluminium hydride / 1) abs. THF, -45 deg C; 2) diethyl ether, -45 deg C, 3 h; 3) diethyl ether, toluene, -10 deg C.
3: 81 percent / triphenylphosphine, bromine / CCl4 / 0.5 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
1: 1) LiCuCl4; 2) Mg; 3) diisobutylaluminium hydride / 1) abs. THF, -45 deg C; 2) diethyl ether, -45 deg C, 3 h; 3) diethyl ether, toluene, -10 deg C.
2: 81 percent / triphenylphosphine, bromine / CCl4 / 0.5 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
pyridine
Yield given. Yields of byproduct given;
参考文献
Horiike; Tanouchi; Hirano
Agricultural and Biological Chemistry, 1980 , vol. 44, # 2 p. 257 - 261
反应条件
1: 85 percent / triphenylphosphine, bromine / CCl4 / 15 °C
2: 1) cuprous iodide, 2,2'-bipyridyl; 2) magnesium / 1) abs. THF, 2 deg C, 10 min; 2) abs. THF.
3: 1) water, p-toluenesulfonic acid; 2) pyridine / 1) methanol, room temp., 2) room temp.
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
1: 75 percent / diisobutylaluminum hydride / diethyl ether; toluene / 2 h / -10 °C
2: 85 percent / triphenylphosphine, bromine / CCl4 / 15 °C
3: 1) cuprous iodide, 2,2'-bipyridyl; 2) magnesium / 1) abs. THF, 2 deg C, 10 min; 2) abs. THF.
4: 1) water, p-toluenesulfonic acid; 2) pyridine / 1) methanol, room temp., 2) room temp.
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
1: 95 percent / (Ph3P)3RhCl / CH2Cl2 / 18 h / Ambient temperature
2: 75 percent / diisobutylaluminum hydride / diethyl ether; toluene / 2 h / -10 °C
3: 85 percent / triphenylphosphine, bromine / CCl4 / 15 °C
4: 1) cuprous iodide, 2,2'-bipyridyl; 2) magnesium / 1) abs. THF, 2 deg C, 10 min; 2) abs. THF.
5: 1) water, p-toluenesulfonic acid; 2) pyridine / 1) methanol, room temp., 2) room temp.
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Kharisov, R. Ya.; Sokol'skaya, O. V.; at al.
Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 4 p. 646 - 651
Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 4 p. 719 - 724
反应条件
1: 90 percent / acetonitrile
2: 28 percent / DMSO, NaH / tetrahydrofuran / 0.5 h
3: pyridine
View Scheme
参考文献
Horiike; Tanouchi; Hirano
Agricultural and Biological Chemistry, 1980 , vol. 44, # 2 p. 257 - 261
