(E,Z)-2,4-癸二烯醛合成路线 （共 21 条）
反应条件
carbon dioxide 1.) THF, HMPA, 1.5 h, r.t.; 2.) 3 h; 3.) ether; Yield given. Multistep reaction;
参考文献
Tsuboi, Sadao; Maeda, Seiji; Takeda, Akira
Bulletin of the Chemical Society of Japan, 1986 , vol. 59, p. 2050 - 2052
反应条件
manganese(IV) oxide; sodium cyanide in acetic acid
参考文献
Ohloff,G.; Pawlak,M.
Helvetica Chimica Acta, 1973 , vol. 56, p. 1176 - 1179
反应条件
cobalt(II) 2,4-pentanedionate; lithium bromide in tetrahydrofuran; 1-methyl-pyrrolidin-2-one
T=-30 - 0°C; 0.25 h;
参考文献
Adolph, Sven; Poulet, Serge A.; Pohnert, Georg
Tetrahedron, 2003 , vol. 59, # 17 p. 3003 - 3008
反应条件
sodium hypochlorite; 4-phenylpyridine-N-oxide; (salen)-Mn(III) in dichloromethane
T=0°C; Yields of byproduct given;
参考文献
Chang, Sukbok; Lee, Nam Ho; Jacobsen, Eric N.
Journal of Organic Chemistry, 1993 , vol. 58, # 25 p. 6939 - 6941
反应条件
1: n-C5H112-X With n-butyllithium in tetrahydrofuran; hexane
T=20°C;
2: With zinc dibromide in tetrahydrofuran; hexane
T=-50 - 20°C;
3: (2E,4Z)-5-bromopenta-2,4-dienal With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=20°C;
参考文献
Vicart, Nicolas; Saboukoulou, Gerard-Simplice; Ramondenc, Yvan; Ple, Gerard
Synthetic Communications, 2003 , vol. 33, # 9 p. 1509 - 1521
反应条件
manganese(IV) oxide in hexane
1.5 h; Ambient temperature;
参考文献
Tsuboi, Sadao; Ishii, Naomi; Sakai, Takashi; Tari, Isao; Utaka, Masanori
Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 7 p. 1888 - 1893
反应条件
manganese(IV) oxide in Petroleum ether
T=25°C; 1.5 h; Yield given;
参考文献
Tsuboi, Sadao; Masuda, Toshihide; Makino, Hiroshi; Takeda, Akira
Tetrahedron Letters, 1982 , vol. 23, # 2 p. 209 - 212
反应条件
1: 82 percent / Al2O3 / benzene / 4 h / 80 °C / xylene at 138 deg C may also be used
2: 84 percent / LiAlH4 / diethyl ether / 1 h / -40 °C
3: MnO2 / petroleum ether / 1.5 h / 25 °C
View Scheme
参考文献
Tsuboi, Sadao; Masuda, Toshihide; Makino, Hiroshi; Takeda, Akira
Tetrahedron Letters, 1982 , vol. 23, # 2 p. 209 - 212
反应条件
1: 1.) Mg, 1,2-dibromoethane / 1.) THF, reflux, 3.5 h; 2.) THF, 1 h, RT
2: 87 percent / 4-dimethylaminopyridine / pyridine / 1 h / Ambient temperature
4: 82 percent / NaIO4 / tetrahydrofuran / 1 h / Ambient temperature
View Scheme
参考文献
Crilley, Martine M. L.; Golding, Bernard T.; Pierpoint, Colin
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 2061 - 2068
反应条件
1: 87 percent / 4-dimethylaminopyridine / pyridine / 1 h / Ambient temperature
3: 82 percent / NaIO4 / tetrahydrofuran / 1 h / Ambient temperature
View Scheme
参考文献
Crilley, Martine M. L.; Golding, Bernard T.; Pierpoint, Colin
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 2061 - 2068
