1-(1-环丙并-2-烯基)-2-甲基-苯合成路线 (共 7 条)
反应条件
18-crown-6 ether; potassium tert-butylate in tetrahydrofuran
T=30°C; 18 h;
参考文献
Sherrill, William M.; Kim, Ryan; Rubin, Michael
Synthesis, 2009 , # 9 art. no. M07008SS, p. 1477 - 1484
反应条件
1: 56 percent / Zn, conc. HCl / ethanol / 10 - 15 °C
2: 56 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 40 °C
View Scheme
参考文献
Bolesov, I. G.; Ignatchenko, A. V.; Bovin, N. V.; Prudchenko, I. A.; Surmina, L. S.; et al.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 1.2 p. 87 - 100
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 1 p. 102 - 119
反应条件
1: 92 percent / cetrimide; aq. NaOH / 30 h / 35 - 40 °C
2: 85 percent / EtMgBr / Ti(Oi-Pr)4 / diethyl ether / 1.67 h / 20 °C
3: 79 percent / t-BuOK / dimethylsulfoxide / 10 h / 20 °C
View Scheme
参考文献
Rubina, Marina; Rubin, Michael; Gevorgyan, Vladimir
Journal of the American Chemical Society, 2002 , vol. 124, # 39 p. 11566 - 11567
参考文献
Domnin, I. N.; Kostikov, R. R.; Meijere, A. de
Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, # 10 p. 1921 - 1922
Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 10 p. 2206 - 2207
反应条件
potassium phosphate; (S)-5-benzyl-2-(2,6-dimethoxyphenyl)-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate in 1,4-dioxane
T=40°C; 0.166667 h; Inert atmosphere;
参考文献
Liu, Fan; Bugaut, Xavier; Schedler, Michael; Froehlich, Roland; Glorius, Frank
Angewandte Chemie - International Edition, 2011 , vol. 50, # 52 p. 12626 - 12630
反应条件
potassium phosphate; (S)-5-benzyl-2-(2,6-dimethoxyphenyl)-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate in 1,4-dioxane
T=40°C; 6 h; Inert atmosphere;
参考文献
Liu, Fan; Bugaut, Xavier; Schedler, Michael; Froehlich, Roland; Glorius, Frank
Angewandte Chemie - International Edition, 2011 , vol. 50, # 52 p. 12626 - 12630
反应条件
potassium phosphate; (S)-5-benzyl-2-(2,6-dimethoxyphenyl)-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate in ethyl acetate
T=40°C; 24 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Liu, Fan; Bugaut, Xavier; Schedler, Michael; Froehlich, Roland; Glorius, Frank
Angewandte Chemie - International Edition, 2011 , vol. 50, # 52 p. 12626 - 12630