(Z,E)-十三-4,7-二烯-1-醇合成路线 (共 44 条)
反应条件
lithium aluminium tetrahydride in diethyl ether
2 h;
参考文献
Yadav, J. S.; Kulkarni, A. D.; Reddy, P. Satyanarayana
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 1220 - 1223
反应条件
pyridinium p-toluenesulfonate in methanol
T=50°C; 2 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
ammonium sulfate; lithium; tert-butyl alcohol in tetrahydrofuran; ammonia
2 h;
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
sodium tetrahydroborate in methanol
0.0833333 h; Ambient temperature; Yield given;
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: 79 percent / methylaluminum bis(2,6-diphenylphenoxide) / toluene / 0.25 h / -78 °C
2: NaBH4 / methanol
View Scheme
参考文献
Maruoka, Keiji; Nonoshita, Katsumasa; Banno, Hiroshi; Yamamoto, Hisashi
Journal of the American Chemical Society, 1988 , vol. 110, # 23 p. 7922 - 7924
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
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
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
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
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
lithium aluminium tetrahydride in diethyl ether
Reduction;
参考文献
Vasil'ev; Serebryakov
Russian Chemical Bulletin, 1996 , vol. 45, # 9 p. 2232 - 2235