(E,E)-2,4-己二烯醛合成路线 (共 87 条)
反应条件
2: 1.) lithium diisopropyl amide / tetrahydrofuran / -78 °C 3: toluene / 10 h / Heating 4: 48percent aq. HF / 1.5 h / 0 °C 5: diethyl ether / 0 °C 6: LiAlH4 / diethyl ether / 3 h 7: 91 percent / pyridine / CH2Cl2 / 0.5 h 8: 91 percent / pyridine / 9 h / Ambient temperature 9: 89 percent / Li, NH3 / tetrahydrofuran / 0.5 h / -78 °C / 1.) -78 deg C, 30 min. 2.) THF, 30 min 10: 100 percent / 48percent aq. HF / acetonitrile / 1 h 11: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 30 min., 2.) CH2Cl2, -78 deg C to room temp. 12: 51 percent / BF3 * Et2O / CH2Cl2; diethyl ether / 2 h 13: 64 percent / toluene / 10 h / Heating 14: 79 percent / 48percent aq. HF / acetonitrile / 0.25 h 15: 100 percent / NaH / CH2Cl2 / 0.5 h / Ambient temperature View Scheme
参考文献
Turos; Audia; Danishefsky
Journal of the American Chemical Society, 1989 , vol. 111, # 21 p. 8231 - 8236
反应条件
air T=12.84 - 20.84°C; Photolysis; Quantum yield;
参考文献
O'Connor, Margaret P.; Wenger, John C.; Mellouki, Abdelwahid; Wirtz, Klaus; Munoz, Amalia
Physical Chemistry Chemical Physics, 2006 , vol. 8, # 44 p. 5236 - 5246
反应条件
in benzene Cyclization; 5 h; Irradiation;
参考文献
Oda, Kazuaki; Nakagami, Rikiji; Nishizono, Naozumi; Machida, Minoru
Chemical Communications, 1999 , # 23 p. 2371 - 2372
反应条件
n-butyllithium in tetrahydrofuran; dimethyl sulfoxide T=0°C; Yield given. Yields of byproduct given;
参考文献
Crombie, Leslie; Fisher, David
Tetrahedron Letters, 1985 , vol. 26, # 20 p. 2481 - 2484
反应条件
1: NaOEt, NaI 2: KOH 4: (i) (COCl)2, (ii) /BRN= 385626/, Et3N 5: I2 View Scheme
参考文献
Sonnet,P.E.
Journal of Organic Chemistry, 1969 , vol. 34, p. 1147 - 1149
参考文献
Cosgrove, Kelly L.; McGeary, Ross P.
Tetrahedron, 2010 , vol. 66, # 16 p. 3050 - 3057
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
参考文献
Baumgarten; Glatzel
Chemische Berichte, 1926 , vol. 59, p. 2663
反应条件
1: piperidine acetate; ethanol / 20 °C 2: pyridine; piperidine / und Kochen des Reaktionsprodukts mit Acetanhydrid 3: PtO2; glacial acetic acid / 80 °C / Hydrogenation View Scheme
参考文献
Schmitt; Obermeit
Justus Liebigs Annalen der Chemie, 1941 , vol. 547, p. 291
反应条件
in dichloromethane 0.5 h; Ambient temperature;
参考文献
Bestmann, Hans Juergen; Frey, Herbert
Liebigs Annalen der Chemie, 1980 , # 12 p. 2061 - 2071