反式,反式-5-溴-2,4-戊二醛合成路线 (共 9 条)
反应条件
bromine; triphenylphosphine in dichloromethane T=0°C;
参考文献
Tungen, Jorn E.; Aursnes, Marius; Hansen, Trond Vidar
Tetrahedron, 2014 , vol. 70, # 24 p. 3793 - 3797
反应条件
bromine; triphenylphosphine in dichloromethane 12 h; Ambient temperature;
参考文献
Vicart, Nicolas; Castet-Caillabet, Dominique; Ramondenc, Yvan; Ple, Gerard; Duhamel, Lucette
Synlett, 1998 , # 4 p. 411 - 412
反应条件
iodine in dichloromethane T=20°C;
参考文献
Wang, Yonghui; Ma, Jianguo; Cheon, Hwan-Sung; Kishi, Yoshito
Angewandte Chemie - International Edition, 2007 , vol. 46, # 8 p. 1333 - 1336
反应条件
1: potassium hydroxide / water / -20 - 20 °C 2: triphenylphosphine; bromine / dichloromethane / 0 °C View Scheme
参考文献
Tungen, Jorn E.; Aursnes, Marius; Hansen, Trond Vidar
Tetrahedron, 2014 , vol. 70, # 24 p. 3793 - 3797
反应条件
bromine; triphenylphosphine in dichloromethane 12 h; Ambient temperature; Yield given. Yields of byproduct given;
参考文献
Soullez, David; Ple, Gerard; Duhamel, Lucette; Duhamel, Pierre
Journal of the Chemical Society, Chemical Communications, 1995 , # 5 p. 563 - 564
反应条件
zinc dibromide; tetrakis(triphenylphosphine) palladium(0) 1.) THF, 2.) THF; Yield given. Multistep reaction;
参考文献
Vicart, Nicolas; Castet-Caillabet, Dominique; Ramondenc, Yvan; Ple, Gerard; Duhamel, Lucette
Synlett, 1998 , # 4 p. 411 - 412
反应条件
1: 93 percent / K2CO3 / H2O 2: 95 percent / DIBAL / toluene; CH2Cl2 / -78 °C 3: 95 percent / MnO2 View Scheme
参考文献
Quesada, Ernesto; Acuna, A. Ulises; Amat-Guerri, Francisco
Angewandte Chemie - International Edition, 2001 , vol. 40, # 11 p. 2095 - 2097
反应条件
zinc dibromide; tetrakis(triphenylphosphine) palladium(0) 1.) THF, 2.) THF; Yield given. Multistep reaction;
参考文献
Vicart, Nicolas; Castet-Caillabet, Dominique; Ramondenc, Yvan; Ple, Gerard; Duhamel, Lucette
Synlett, 1998 , # 4 p. 411 - 412
反应条件
1: (chloromethyl)-triphenylphosphonium chloride With potassium tert-butylate in tetrahydrofuran
T=-78°C; Inert atmosphere;
2: (2E,4E)-5-bromopenta-2,4-dienal in tetrahydrofuran
T=-78 - 20°C; Wittig reaction;
3: With water; sodium hydrogencarbonate in tetrahydrofuran
T=20°C; optical yield given as percent de;
参考文献
Bentoumi, Wissam; Helhaik, Jerome; Ple, Gerard; Ramondenc, Yvan
Tetrahedron, 2009 , vol. 65, # 10 p. 1967 - 1970