(7Z,9e)-7,9-乙酸十二二烯酯合成路线 （共 87 条）
反应条件
1: 87 percent / LiBr / dimethylformamide / 1.) 50 deg C, 2 h, 2.) 20 - 25 deg C, 12 h
2: 85 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: 60 percent / Mg, CuCN, LiCl / tetrahydrofuran; diethyl ether
2: 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: NaBr / acetone
2: 60 percent / Mg, CuCN, LiCl / tetrahydrofuran; diethyl ether
3: 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: tetrahydrofuran / 1 h / 60 - 70 °C
2: tetrahydrofuran; toluene / 20 h / 90 - 100 °C
3: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
4: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
5: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: tetrahydrofuran / 1 h / 60 - 70 °C
2: tetrahydrofuran; toluene / 20 h / 90 - 100 °C
3: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
4: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
5: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: tetrahydrofuran; toluene / 20 h / 90 - 100 °C
2: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
3: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
4: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: tetrahydrofuran; toluene / 20 h / 90 - 100 °C
2: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
3: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
4: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
2: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
3: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: 1.) Ni(II)(CH3COO)2, NBH4, ethylene diamine; 2.) H2 / 1.) ethanol, Rt, 30 min; 2.) ethanol, 5 kg/cm2, 20-30 deg C
2: 20percent HCl / CH2Cl2 / 1 h / Ambient temperature
3: 1.) t-BuOK; / 1.) THF, Rt, 30 min; 2.) THF, 10-20 deg C, 50 min; 3.) AcOH, 160 deg C, 7 hr
View Scheme
参考文献
Yamamoto, Akira; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 9 p. 2521 - 2522
反应条件
1: 64 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) RT, 12 h
2: 1.) 9-borabicyclo<3.3.1>nonane, 2.) AcONa, 30percent aq. H2O2 / 1.) THF, 10 deg C, 2 h, 2.) THF, 25 deg C, 2 h
3: pyridine / 24 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Sokol'skaya, O. V.; Ladenkova, I. M.; Gubaidullin, L. Yu.; et al.
Chemistry of Natural Compounds, 1993 , vol. 29, # 1 p. 123 - 127
Khimiya Prirodnykh Soedinenii, 1993 , # 1 p. 145 - 150
