反式-4-十三碳烯-1-醇合成路线 （共 18 条）
反应条件
lithium aluminium tetrahydride in diethyl ether
T=20°C; 3 h; Inert atmosphere;
参考文献
Shakhmaev; Sunagatullina; Zorin
Russian Journal of Organic Chemistry, 2013 , vol. 49, # 5 p. 669 - 671
Zh. Org. Khim., 2013 , vol. 49, # 5 p. 687 - 689,3
反应条件
hydrogen bromide; sodium methylate; triphenylphosphine in water
参考文献
BASF Aktiengesellschaft
Patent: US5395993 A1, 1995 ;
反应条件
dilithium tetrachlorocuprate in tetrahydrofuran
1) -60 to 25 deg C, 30 min, 2) 25 deg C, 30 min;
参考文献
Moiseenkov, Alexander M.; Czeskis, Boris A.; Ivanova, Natalya M.; Nefedov, Oleg M.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2639 - 2649
反应条件
1: LiAlH4 / diethyl ether / 0.33 h / 0 °C
2: ZnBr2, Me3SiBr / CH2Cl2 / 0.5 h / -10 °C
3: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -60 deg C, 2.) THF, from -60 to 25 deg C, 1 h
View Scheme
参考文献
Ivanova, N. M.; Cheskis, B. E.; Moiseenkov, A. M.; Nefedov, O. M.
Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992 , vol. 41, # 10.2 p. 2362 - 2367,1853 - 1857
反应条件
1: ZnBr2, Me3SiBr / CH2Cl2 / 0.5 h / -10 °C
2: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -60 deg C, 2.) THF, from -60 to 25 deg C, 1 h
View Scheme
参考文献
Ivanova, N. M.; Cheskis, B. E.; Moiseenkov, A. M.; Nefedov, O. M.
Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992 , vol. 41, # 10.2 p. 2362 - 2367,1853 - 1857
反应条件
1: 33.6 percent / Mn(OAc)3*2H2O; KOAc / 4 h / 115 °C
2: H2, ethylenediamine / tetrahydroborat reduced D-2 nickel (bzw. Ni(OAc)2*4H2O, NaBH4) / methanol; ethanol
3: 70.7 percent / H2 / 5percent Pd/BaSO4 / pyridine; methanol / 20 h / 20 °C
4: LiAlH4 / diethyl ether / 0.5 h / Heating
View Scheme
参考文献
Melikyan, G. G.; Aslanyan, G. Kh.; Atanesyan, K. A.; Mkrtchyan, D. A.; Badanyan, Sh. O.
Chemistry of Natural Compounds, 1990 , vol. 26, # 1 p. 83 - 85
Khimiya Prirodnykh Soedinenii, 1990 , # 1 p. 102 - 106
反应条件
1: 70.7 percent / H2 / 5percent Pd/BaSO4 / pyridine; methanol / 20 h / 20 °C
2: LiAlH4 / diethyl ether / 0.5 h / Heating
View Scheme
参考文献
Melikyan, G. G.; Aslanyan, G. Kh.; Atanesyan, K. A.; Mkrtchyan, D. A.; Badanyan, Sh. O.
Chemistry of Natural Compounds, 1990 , vol. 26, # 1 p. 83 - 85
Khimiya Prirodnykh Soedinenii, 1990 , # 1 p. 102 - 106
反应条件
1: H2, ethylenediamine / tetrahydroborat reduced D-2 nickel (bzw. Ni(OAc)2*4H2O, NaBH4) / methanol; ethanol
2: 70.7 percent / H2 / 5percent Pd/BaSO4 / pyridine; methanol / 20 h / 20 °C
3: LiAlH4 / diethyl ether / 0.5 h / Heating
View Scheme
参考文献
Melikyan, G. G.; Aslanyan, G. Kh.; Atanesyan, K. A.; Mkrtchyan, D. A.; Badanyan, Sh. O.
Chemistry of Natural Compounds, 1990 , vol. 26, # 1 p. 83 - 85
Khimiya Prirodnykh Soedinenii, 1990 , # 1 p. 102 - 106
参考文献
Hill et al.
Journal of the American Chemical Society, 1954 , vol. 76, p. 4538
反应条件
lithium aluminium tetrahydride in diethyl ether
0.5 h; Heating;
参考文献
Melikyan, G. G.; Aslanyan, G. Kh.; Atanesyan, K. A.; Mkrtchyan, D. A.; Badanyan, Sh. O.
Chemistry of Natural Compounds, 1990 , vol. 26, # 1 p. 83 - 85
Khimiya Prirodnykh Soedinenii, 1990 , # 1 p. 102 - 106
