(2Z,6E)-3,7,11-三甲基十二碳-2,6,10-三烯-1-醇合成路线 （共 30 条）
反应条件
1: KN(SiMe3)2 / tetrahydrofuran; toluene
2: 93 percent / CuI; Ph3As; bis(benzonitrile)palladium(II) chloride / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C
3: 65 percent / DIBAL-H / toluene / 1 h / -78 °C
View Scheme
参考文献
Xie; Shao; Becker; Naider; Gibbs
Journal of Organic Chemistry, 2000 , vol. 65, # 25 p. 8552 - 8563
反应条件
dibenzo-18-crown-6; sodium in ammonia
T=-65°C; 0.166667 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Moiseenkov, A. M.; Polunin, E. V.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983 , vol. 32, p. 1412 - 1417
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983 , # 7 p. 1562 - 1568
反应条件
1: 93 percent / CuI; Ph3As; bis(benzonitrile)palladium(II) chloride / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C
2: 65 percent / DIBAL-H / toluene / 1 h / -78 °C
View Scheme
参考文献
Xie; Shao; Becker; Naider; Gibbs
Journal of Organic Chemistry, 2000 , vol. 65, # 25 p. 8552 - 8563
反应条件
1: BuLi, N,N'-dimethyl-N,N'-propyleneurea / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -50 deg C, 1 h
2: 75.5 percent / KOH / diethyl ether; methanol / 1 h / Ambient temperature
3: 52 percent / Na, dibenzo<18>crown-6 / liquid ammonia; tetrahydrofuran / 0.03 h
View Scheme
参考文献
Zumbrunn, Albrecht; Uebelhart, Peter; Eugster, Conrad Hans
Helvetica Chimica Acta, 1985 , vol. 68, p. 1519 - 1539
反应条件
1: PBr3 / diethyl ether / 0.33 h / -25 °C
2: BuLi, N,N'-dimethyl-N,N'-propyleneurea / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -50 deg C, 1 h
3: 75.5 percent / KOH / diethyl ether; methanol / 1 h / Ambient temperature
4: 52 percent / Na, dibenzo<18>crown-6 / liquid ammonia; tetrahydrofuran / 0.03 h
View Scheme
参考文献
Zumbrunn, Albrecht; Uebelhart, Peter; Eugster, Conrad Hans
Helvetica Chimica Acta, 1985 , vol. 68, p. 1519 - 1539
反应条件
1: BuLi, N,N'-dimethyl-N,N'-propyleneurea / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -50 deg C, 1 h
2: 75.5 percent / KOH / diethyl ether; methanol / 1 h / Ambient temperature
3: 52 percent / Na, dibenzo<18>crown-6 / liquid ammonia; tetrahydrofuran / 0.03 h
View Scheme
参考文献
Zumbrunn, Albrecht; Uebelhart, Peter; Eugster, Conrad Hans
Helvetica Chimica Acta, 1985 , vol. 68, p. 1519 - 1539
反应条件
1: 75.5 percent / KOH / diethyl ether; methanol / 1 h / Ambient temperature
2: 52 percent / Na, dibenzo<18>crown-6 / liquid ammonia; tetrahydrofuran / 0.03 h
View Scheme
参考文献
Zumbrunn, Albrecht; Uebelhart, Peter; Eugster, Conrad Hans
Helvetica Chimica Acta, 1985 , vol. 68, p. 1519 - 1539
反应条件
O=W(OR)4-ligand
T=180 - 200°C;
参考文献
Hosogai, Takeo; Fujita, Yoshiji; Ninagawa, Yoichi; Nishida, Takashi
Chemistry Letters, 1982 , p. 357 - 360
反应条件
1: 70 percent / 1.) n-BuLi / 1.) THF-hexane, -45 deg C, 40 min, 2.) -45 deg C, 40 min; -> 10 deg C 1 h
2: Na, DB18C6 / liquid ammonia / 0.17 h / -65 °C
View Scheme
参考文献
Moiseenkov, A. M.; Polunin, E. V.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983 , vol. 32, p. 1412 - 1417
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983 , # 7 p. 1562 - 1568
反应条件
1: 70 percent / 1.) n-BuLi / 1.) THF-hexane, -45 deg C, 40 min, 2.) -45 deg C, 40 min; -> 10 deg C 1 h
2: Na, DB18C6 / liquid ammonia / 0.17 h / -65 °C
View Scheme
参考文献
Moiseenkov, A. M.; Polunin, E. V.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983 , vol. 32, p. 1412 - 1417
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983 , # 7 p. 1562 - 1568
