(2E,4E)-2,4-己二烯-1-醇合成路线 (共 34 条)
反应条件
ammonium chloride in methanol Electrochemical reaction;
参考文献
Santana, Diogo S.; Lima, Marcio V. F.; Daniel, Jorge R. R.; Navarro, Marcelo
Tetrahedron Letters, 2003 , vol. 44, # 25 p. 4725 - 4727
反应条件
1: triphenylphosphine dibromide / CH2Cl2 2: 1.) magnesium ethoxide / 1.) ethanol, reflux, 1 h; 2.) reflux, 18 h 3: 1.) NaH, 2.) 15percent aq. NaOH / 1.) DME, r.t., 1 h; reflux, 18 h, 2.) reflux, 20 h 4: 38 percent / p-toluenesulfonylhydrazine, p-toluenesulfonic acid, sodium cyanoborohydride / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 4 h / 100 °C 5: LiAlH4 / diethyl ether / 1.) r.t., 1 h, 2.) reflux, 1 h View Scheme
参考文献
Naoshima; Nakagawa; Wakabayashi; Hayashi
Agricultural and Biological Chemistry, 1980 , vol. 44, # 6 p. 1419 - 1420
反应条件
1: (E,E)-hexa-2,4-dien-1-ol With sodium hydride in tetrahydrofuran T=20°C; 0.75 h; 2: propargyl bromide in tetrahydrofuran 12 h; Further stages.;
参考文献
Journal of the American Chemical Society, , vol. 128, # 39 p. 12648 - 12649
反应条件
Acetobacter aceti MIM2000/28 in phosphate buffer; ethanol pH=6.8; 2 h;
参考文献
Pini, Elena; Bertacche, Vittorio; Molinari, Francesco; Romano, Diego; Gandolfi, Raffaella
Tetrahedron, 2008 , vol. 64, # 37 p. 8638 - 8641
反应条件
oxygen; Pd561phen60(OAc)180 in acetic acid T=60°C; 2 h;
参考文献
Kaneda, Kiyotomi; Fujie, Yoko; Ebitani, Kohki
Tetrahedron Letters, 1997 , vol. 38, # 52 p. 9023 - 9026
反应条件
1: PBr3 / petroleum ether / -20 °C 2: 73 percent / 4 h / 150 - 160 °C 3: 1) n-BuLi, / 1) hexane, THF, 1 h, 0 deg C, 2) 30 min, -60 deg C; 12 h, r.t. 4: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 5: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 6: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
N-chloro-succinimide; dimethylsulfide in dichloromethane T=-20 - 20°C; 2 h; Inert atmosphere;
参考文献
Lopez-Duran, Ruth; Martos-Redruejo, Alicia; Bunuel, Elena; Pardo-Rodriguez, Virtudes; Cardenas, Diego J.
Chemical Communications, 2013 , vol. 49, # 91 p. 10691 - 10693
反应条件
1: phosphorus (III)-bromide
2: ethanol
3: aqueous KOH-solution
4: 150 °C
5: lithium alanate; diethyl ether
6: chromium (VI)-oxide; aqueous sulfuric acid / 30 - 40 °C
View Scheme
参考文献
Jacobson
Journal of the American Chemical Society, 1955 , vol. 77, p. 2461
反应条件
sodium tetrahydroborate; mercury(II) diacetate
1.) THF, 0 deg C, 5 min; 2.) 1:1=THF:H2O, NaOH; Yield given. Multistep reaction;
参考文献
Boeckman, R. K.; Flann, Christopher J.
Tetrahedron Letters, 1983 , vol. 24, # 45 p. 4923 - 4926
反应条件
1: (E,E)-hexa-2,4-dien-1-ol With sodium hydride in tetrahydrofuran; mineral oil
T=0 - 20°C; Inert atmosphere;
2: allyl bromide in tetrahydrofuran; mineral oil
T=0 - 20°C; Inert atmosphere;
参考文献
Falk, Anna; Fiebig, Lukas; Neudoerfl, Joerg-Martin; Adler, Andreas; Schmalz, Hans-Guenther
Advanced Synthesis and Catalysis, 2011 , vol. 353, # 18 p. 3357 - 3362