(7Z,9e)-7,9-乙酸十二二烯酯合成路线 （共 87 条）
反应条件
iron(III) chloride in diethyl ether
T=20°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Ugrak, B. I.; Kutin, A. A.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 9 p. 1593 - 1597
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 9 p. 1656 - 1660
反应条件
1: Zn, Cu / propan-2-ol
2: DMAP / diethyl ether
3: 50 percent / Mg, CuI / tetrahydrofuran
4: TsOH / methanol
5: DMAP / diethyl ether
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Dolidze, A. V.; Voronkov, A. P.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 734 - 736
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 766 - 768
反应条件
1: pyridine
2: NaBr / acetone
3: 60 percent / Mg, CuCN, LiCl / tetrahydrofuran; diethyl ether
4: FeCl3 / diethyl ether
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Dolidze, A. V.; Voronkov, A. P.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 734 - 736
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 766 - 768
反应条件
1: Zn, Cu / propan-2-ol
2: pyridine
3: NaBr / acetone
4: 60 percent / Mg, CuCN, LiCl / tetrahydrofuran; diethyl ether
5: FeCl3 / diethyl ether
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Dolidze, A. V.; Voronkov, A. P.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 734 - 736
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 766 - 768
反应条件
zinc dibromide; tetrakis(triphenylphosphine) palladium(0)
1.) THF, -40 deg C; 2.) 10 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Gardette, M.; Jabri, A.; Alexakis, A.; Normant, J. F.
Tetrahedron, 1984 , vol. 40, # 14 p. 2741 - 2750
反应条件
1.1: 95 percent / LiAlH4 / diethyl ether / 3 h / -10 - 20 °C
2.1: 0.2 g / PCC / CH2Cl2 / 2 h / 10 - 15 °C
3.1: Mg; I2 / diethyl ether
3.2: 70 percent / CH2Cl2; diethyl ether / 15 h / 20 °C
4.1: Et3N / CH2Cl2 / 2 h / 0 °C
5.1: 0.14 g / LiAlH4 / CH2Cl2 / 4 h / 0 °C
6.1: 9-BBN / tetrahydrofuran / 2 h / 10 °C
6.2: 0.14 g / aq. NaOH; H2O2 / tetrahydrofuran / 2 h / 25 °C
7.1: 1.63 g / pyridine / 24 h / 20 °C
View Scheme
参考文献
Kukovinets; Kasradze; Chernukha; Odinokov; Galin; Abdullin; Fedorov; Tolstikov
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 2 p. 211 - 213
反应条件
1.1: Et3N / CH2Cl2 / 2 h / 0 °C
2.1: 0.14 g / LiAlH4 / CH2Cl2 / 4 h / 0 °C
3.1: 9-BBN / tetrahydrofuran / 2 h / 10 °C
3.2: 0.14 g / aq. NaOH; H2O2 / tetrahydrofuran / 2 h / 25 °C
4.1: 1.63 g / pyridine / 24 h / 20 °C
View Scheme
参考文献
Kukovinets; Kasradze; Chernukha; Odinokov; Galin; Abdullin; Fedorov; Tolstikov
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 2 p. 211 - 213
反应条件
1: 92 percent / triethylamine, 4-dimethylaminopyridine / diethyl ether / 30 h / 20 °C
2: 45 percent / Mg, Li2CuCl4 / tetrahydrofuran / -20 °C
3: FeCl3 / diethyl ether / 20 °C
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Ugrak, B. I.; Kutin, A. A.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 9 p. 1593 - 1597
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 9 p. 1656 - 1660
反应条件
1: 85 percent / Mg, Li2CuCl4 / tetrahydrofuran / -20 °C
2: FeCl3 / diethyl ether / 20 °C
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Ugrak, B. I.; Kutin, A. A.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 9 p. 1593 - 1597
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 9 p. 1656 - 1660
反应条件
1: 45 percent / Mg, Li2CuCl4 / tetrahydrofuran / -20 °C
2: FeCl3 / diethyl ether / 20 °C
View Scheme
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Ugrak, B. I.; Kutin, A. A.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 9 p. 1593 - 1597
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 9 p. 1656 - 1660
