(Z)-8-十二烯-1-醇合成路线 （共 30 条）
反应条件
2: 86 percent / hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / reflux, 1 h; 200 deg C, 3 h
3: 94 percent / LiAlH4 / diethyl ether / 1 h / Heating
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: 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
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
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
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
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
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
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
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
sodium hydride; dimethyl sulfoxide in tetrahydrofuran
0.5 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Horiike; Tanouchi; Hirano
Agricultural and Biological Chemistry, 1980 , vol. 44, # 2 p. 257 - 261
反应条件
further ω-hydroxyalkyl-phosphonium salts
参考文献
Schaub, Bruno; Blaser, Gottfried; Schlosser, M.
Tetrahedron Letters, 1985 , vol. 26, # 3 p. 307 - 310
