1-三环[8.2.2.24,7]十六-4,6,10,12,13,15-六烯-5-基-乙酮合成路线 （共 5 条）
反应条件
aluminium trichloride in dichloromethane T=-50 - -20°C; 0.25 h;
参考文献
Truesdale, E.A.; Cram, Donald J.
Journal of Organic Chemistry, 1980 , vol. 45, # 20 p. 3974 - 3981
反应条件
potassium hydroxide in dimethyl sulfoxide T=95 - 100°C; Trofimov reaction; 4 h;
参考文献
Varlamov; Borisova; Nsabimana, Boniface; Chernyshev; Aleksandrov; Voskressensky
Chemistry of Heterocyclic Compounds, 2004 , vol. 40, # 2 p. 166 - 176
参考文献
Ernst,L.; Eltamany,S.; Hopf,H.
Journal of the American Chemical Society, 1982 , vol. 104, p. 299
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=0 - 20°C; 3 h; Inert atmosphere; optical yield given as percent de;
参考文献
Frank, Daniel; Nieger, Martin; Friedmann, Christian; Lahann, Joerg; Braese, Stefan
Israel Journal of Chemistry, 2012 , vol. 52, # 1-2 p. 143 - 148
反应条件
1: 55 percent / Hydrochloric acid / 3.75 h / 55 °C
2: KOH, Bromine / dioxane / 17 h / Ambient temperature
3: 72 percent / Lithium aluminum hydride / tetrahydrofuran / 96 h / Heating
4: Acetic anhydride, p-toluenesulfonic acid / acetic acid / Heating
5: Boron trifluoride-etherate / benzene / 0.5 h / Ambient temperature
6: 1.) tosylhydrazine, sulfuric acid; 2.) sodium methoxide / 1.) Benzene, reflux, 15 min; 2.) THF, irradiation, 20 deg C, 70 min.
View Scheme
参考文献
Truesdale,E.A.; Cram,D.G.
Journal of the American Chemical Society, 1973 , vol. 95, # 17 p. 5825 - 5827
