(Z,E)-十三-4,7-二烯-1-基乙酸酯合成路线 （共 53 条）
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine
T=25°C; 0.5 h;
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
pyridine in diethyl ether
4 h; Ambient temperature;
参考文献
Ishchenko, R. I.; Kovalev, B. G.
Journal of Organic Chemistry USSR (English Translation), 1989 , vol. 25, # 2.1 p. 258 - 262
Zhurnal Organicheskoi Khimii, 1989 , vol. 25, # 2 p. 291 - 296
反应条件
1: 77 percent / PBr3, pyridine / diethyl ether / 1.) -15 deg C, 2 h, 2.) room temp., 3 h, then 30 deg C, 45 min
2: 1.) Mg / 1.) Et2O, 2.) Et2O, -15 deg C, 0.5 h, -15 to 0 deg C, 0.5 h
3: 68 percent / propionic acid / 2 h / 136 - 139 °C
4: 90 percent / NaB4, aq. NaOH, Ni(OAr)2*4H2O, ethylenediamine, H2 / ethanol / Ambient temperature
5: 89 percent / LiAlH4 / diethyl ether / 2 h / 0 °C
6: 80 percent / pyridine / 12 h / Ambient temperature
View Scheme
参考文献
Odinokov; Vakhidov; Shakhmaev; Zorin
Chemistry of Natural Compounds, 1997 , vol. 33, # 3 p. 350 - 352
反应条件
1: 1.) BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, HMPA, 0 deg C, 30 min, room temp., overnight
2: 77 percent / nickel(II) acetate, NaBH4, H2, ethylenediamine / ethanol
3: oxalic acid dihydrate, water / acetone / 1 h / Heating
4: diethyl ether / 0.25 h / 0 °C
5: 63 percent / mercury(II) acetate / 5.5 h / Ambient temperature
6: methylaluminum bis(2,6-diphenylphenoxide) (reagent B) / toluene / 0.5 h / -20 °C
7: NaBH4 / methanol / 0.08 h / Ambient temperature
8: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: diethyl ether / 0.25 h / 0 °C
2: 63 percent / mercury(II) acetate / 5.5 h / Ambient temperature
3: methylaluminum bis(2,6-diphenylphenoxide) (reagent B) / toluene / 0.5 h / -20 °C
4: NaBH4 / methanol / 0.08 h / Ambient temperature
5: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: methylaluminum bis(2,6-diphenylphenoxide) (reagent B) / toluene / 0.5 h / -20 °C
2: NaBH4 / methanol / 0.08 h / Ambient temperature
3: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: NaBH4 / methanol / 0.08 h / Ambient temperature
2: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: 77 percent / nickel(II) acetate, NaBH4, H2, ethylenediamine / ethanol
2: oxalic acid dihydrate, water / acetone / 1 h / Heating
3: diethyl ether / 0.25 h / 0 °C
4: 63 percent / mercury(II) acetate / 5.5 h / Ambient temperature
5: methylaluminum bis(2,6-diphenylphenoxide) (reagent B) / toluene / 0.5 h / -20 °C
6: NaBH4 / methanol / 0.08 h / Ambient temperature
7: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: oxalic acid dihydrate, water / acetone / 1 h / Heating
2: diethyl ether / 0.25 h / 0 °C
3: 63 percent / mercury(II) acetate / 5.5 h / Ambient temperature
4: methylaluminum bis(2,6-diphenylphenoxide) (reagent B) / toluene / 0.5 h / -20 °C
5: NaBH4 / methanol / 0.08 h / Ambient temperature
6: pyridine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature
View Scheme
参考文献
Nonshita, Katsumasa; Banno, Hiroshi; Maruoka, Keiji; Yamamoto, Hishashi
Journal of the American Chemical Society, 1990 , vol. 112, # 1 p. 316 - 322
反应条件
1: n-Bu3SnCl
2: 84 percent / quinoline, H2 / Pd-BaSO4 / methanol
3: sodium acetate, hydroxylamine hydrochloride / ethanol / Ambient temperature
4: 74 percent / pyridine / Ambient temperature
5: 79 percent / TMSOTf / CH2Cl2 / 2.5 h / 0 °C
6: 1) diisobutylaluminium hydride, 2) sodium borohydride
View Scheme
参考文献
Nishiyama, Hisao; Sakuta, Koji; Itoh, Kenji
Tetrahedron Letters, 1984 , vol. 25, # 2 p. 223 - 226
