(Z)-8-十二烯基乙酸酯合成路线 （共 53 条）
反应条件
1: 86 percent / hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / reflux, 1 h; 200 deg C, 3 h 2: 94 percent / LiAlH4 / diethyl ether / 1 h / Heating 3: 95 percent / pyridine View Scheme
参考文献
Aukrust, Audun; Rongved, Pal; Skatteboel, Lars
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1985 , vol. 39, # 4 p. 267 - 272
反应条件
1: 78 percent / CuI, bi-2-pyridyl / tetrahydrofuran / 2 h / 2 °C 2: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 3: pyridine / 15 h / 20 °C View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Balezina, G. G.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1985 , vol. 21, # 3 p. 372 - 374
Khimiya Prirodnykh Soedinenii, 1985 , vol. 21, # 3 p. 398 - 400
反应条件
1: 95 percent / pyridine / -5 - 0 °C 2: 90 percent / LiBr / acetone / 6 h / Heating 3: 78 percent / CuI, bi-2-pyridyl / tetrahydrofuran / 2 h / 2 °C 4: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 5: pyridine / 15 h / 20 °C View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Balezina, G. G.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1985 , vol. 21, # 3 p. 372 - 374
Khimiya Prirodnykh Soedinenii, 1985 , vol. 21, # 3 p. 398 - 400
反应条件
1: 78 percent / CuI, bi-2-pyridyl / tetrahydrofuran / 2 h / 2 °C 2: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 3: pyridine / 15 h / 20 °C View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Balezina, G. G.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1985 , vol. 21, # 3 p. 372 - 374
Khimiya Prirodnykh Soedinenii, 1985 , vol. 21, # 3 p. 398 - 400
反应条件
1: 90 percent / LiBr / acetone / 6 h / Heating 2: 78 percent / CuI, bi-2-pyridyl / tetrahydrofuran / 2 h / 2 °C 3: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 4: pyridine / 15 h / 20 °C View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Balezina, G. G.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1985 , vol. 21, # 3 p. 372 - 374
Khimiya Prirodnykh Soedinenii, 1985 , vol. 21, # 3 p. 398 - 400
反应条件
1: 80 percent / 1.) ozone, NaHCO3, 2.) triethylamine / 1.) CH2Cl2, MeOH, -70 deg C, 2.) -20 deg C, 3h, 3.) 8 deg C, 15h 2: tert-BuOK 3: 95 percent / (iso-C4H9)2AlH / toluene; diethyl ether / 1.) 0 deg C, 2h, 2.) room temperature, 15h 4: 75 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Akhmetova, V. R.; Khasanov, Kh. D.; Abduvakhabov, A. A.; Tolstikov, G. A.; Panasenko, A. A.
Chemistry of Natural Compounds, 1989 , vol. 25, p. 240 - 243
Khimiya Prirodnykh Soedinenii, 1989 , # 2 p. 276 - 279
反应条件
1: tert-BuOK 2: 95 percent / (iso-C4H9)2AlH / toluene; diethyl ether / 1.) 0 deg C, 2h, 2.) room temperature, 15h 3: 75 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Akhmetova, V. R.; Khasanov, Kh. D.; Abduvakhabov, A. A.; Tolstikov, G. A.; Panasenko, A. A.
Chemistry of Natural Compounds, 1989 , vol. 25, p. 240 - 243
Khimiya Prirodnykh Soedinenii, 1989 , # 2 p. 276 - 279
反应条件
1: 95 percent / (iso-C4H9)2AlH / toluene; diethyl ether / 1.) 0 deg C, 2h, 2.) room temperature, 15h 2: 75 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Akhmetova, V. R.; Khasanov, Kh. D.; Abduvakhabov, A. A.; Tolstikov, G. A.; Panasenko, A. A.
Chemistry of Natural Compounds, 1989 , vol. 25, p. 240 - 243
Khimiya Prirodnykh Soedinenii, 1989 , # 2 p. 276 - 279
反应条件
1: bis-triphenylphosphine-palladium(II) chloride; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; 3,3',5,5'-tetra-tert-butyl-2,2'-di-hydroxy-1,1'-biphenyl / neat (no solvent) / 3 h / 132 °C / |Inert atmosphere 2: C35H47N3O4Ru / tetrahydrofuran / 2 h / 35 °C View Scheme
参考文献
Liu, Yiyang; Kim, Kelly E.; Herbert, Myles B.; Fedorov, Alexey; Grubbs, Robert H.; Stoltz, Brian M.
Advanced Synthesis and Catalysis, 2014 , vol. 356, # 1 p. 130 - 136
反应条件
1: 1) cuprous iodide, 2,2'-bipyridyl 2) Mg / 1) abs. THF, 20 deg C, 0.5 h; 2) abs. THF, 2 h at 2 deg C and 15 h at room temp. 2: 1) p-toluenesulfonic acid, water; 2) pyridine / 1) MeOH, room temp., 15 h; 2) room temp., 24 h. 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
