(3E,7E)-4,8,12-三甲基十三-1,3,7,11-四烯合成路线 （共 16 条）
反应条件
1.1: tetrahydrofuran / 24 h / 20 °C 2.1: H2O2; NaOH / tetrahydrofuran 3.1: 100 percent / imidazole / dimethylformamide / 20 °C 4.1: (R)-2-(o-fluorobenzyloxy)-2'-methoxy-1,1'-binaphthyl*SnCl4 / toluene / 72 h / -78 °C 4.2: ClSiEt3; imidazole / dimethylformamide / 5 h / 20 °C 4.3: TFA*SnCl4 / various solvent(s); toluene / 24 h / -78 °C View Scheme
参考文献
Ishihara, Kazuaki; Ishibashi, Hideaki; Yamamoto, Hisashi
Journal of the American Chemical Society, 2002 , vol. 124, # 14 p. 3647 - 3655
反应条件
phenyllithium in tetrahydrofuran; diethyl ether; cyclohexane
T=20°C; Wittig methylenation; 1 h;
参考文献
Ishihara, Kazuaki; Ishibashi, Hideaki; Yamamoto, Hisashi
Journal of the American Chemical Society, 2002 , vol. 124, # 14 p. 3647 - 3655
反应条件
sodium hexamethyldisilazane in tetrahydrofuran
2 h; Ambient temperature;
参考文献
Kogen, Hiroshi; Tago, Keiko; Kaneko, Satoru; Hamano, Kiyoshi; Onodera, Kaori; Haruyama, Hideyuki; Minagawa, Katsuhiro; Kinoshita, Takeshi; Ishikawa, Tomio; Tanimoto, Tatsuo; Tsujita, Yoshio
Journal of Antibiotics, 1996 , vol. 49, # 7 p. 624 - 630
参考文献
Dodd, Dharmpal S.; Oehlschlager, Allan C.
Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2794 - 2803
反应条件
boron trifluoride diethyl etherate
1.) THF, from -78 deg C to RT, 2.5 h, 2.) THF, reflux, 2 h; Yield given. Multistep reaction;
参考文献
Sakai, Masaaki; Saito, Syunn; Kanai, Gen; Suzuki, Akira; Miyaura, Norio
Tetrahedron, 1996 , vol. 52, # 3 p. 915 - 924
反应条件
1: pyridinium chlorochromate
View Scheme
参考文献
Maurer, Bruno; Hauser, Arnold; Froidevaux, Jean-Claude
Tetrahedron Letters, 1986 , vol. 27, # 19 p. 2111 - 2112
参考文献
Julia,M. et al.
Bulletin de la Societe Chimique de France, 1960 , p. 1072 - 1079
反应条件
1: (i) Mg, Et2O, (ii) /BRN= 1633817/, Et2O
2: aq. HBr / 0.75 h / Ambient temperature
3: KOH
View Scheme
参考文献
Julia,M. et al.
Bulletin de la Societe Chimique de France, 1960 , p. 1072 - 1079
反应条件
1: (i) Mg, Et2O, (ii) /BRN= 1633817/
2: aq. HBr / 0.5 h / 10 - 15 °C
3: (i) Mg, Et2O, (ii) /BRN= 1633817/, Et2O
4: aq. HBr / 0.75 h / Ambient temperature
5: KOH
View Scheme
参考文献
Julia,M. et al.
Bulletin de la Societe Chimique de France, 1960 , p. 1072 - 1079
反应条件
1: aq. HBr / 0.5 h / 10 - 15 °C
2: (i) Mg, Et2O, (ii) /BRN= 1633817/, Et2O
3: aq. HBr / 0.75 h / Ambient temperature
4: KOH
View Scheme
参考文献
Julia,M. et al.
Bulletin de la Societe Chimique de France, 1960 , p. 1072 - 1079
