双环[2.2.1]庚-5-烯-2-酮合成路线 （共 39 条）
反应条件
1: 97.4 percent / tetrahydrofuran / 2 h / -78 °C 2: 91 percent / 30percent H2O2, CH3COOH / tetrahydrofuran; H2O / 2 h / -25 - -20 °C 3: 98 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 4: 1.) Me2CuLi, 2.) NH4OH/H2O / 1.) ether, -60 deg C to 0 deg C View Scheme
参考文献
Lal, Kasturi; Salomon, Robert G.
Journal of Organic Chemistry, 1989 , vol. 54, # 11 p. 2628 - 2632
反应条件
in chloroform
Ambient temperature; Yield given;
参考文献
Durr, Richard; De Lucchi, Ottorino; Cossu, Sergio; Lucchini, Vittorio
Chemical Communications, 1996 , # 21 p. 2447 - 2448
反应条件
1: 52 percent / 30percent H2O2, sodium hydroxide / diethyl ether; H2O / 1.5 h / 10 - 25 °C
2: 50 percent / chromium trioxide, sulphuric acid / acetone; H2O / 1.) 5 deg C, 2 h, 2.) room temperature, 2 h
View Scheme
参考文献
Barco, Achille; Benetti, Simonetta; Pollini, Gian Piero
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4776 - 4778
反应条件
1: 52 percent / 30percent H2O2, sodium hydroxide / diethyl ether; H2O / 1.5 h / 10 - 25 °C
2: 95 percent / sodium hydroxide, CO2, pH 7, iodine, potassium iodide / H2O / 24 h / 0 °C
3: 83 percent / tri-n-butyltin hydride / tetrahydrofuran; benzene / 0.5 h / Ambient temperature
View Scheme
参考文献
Harris, C. John
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2497 - 2502
反应条件
potassium tert-butylate; water in dimethyl sulfoxide
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Lajunen, Martti; Lahti, Marjo; Heimo, Satu
Acta Chemica Scandinavica, 1989 , vol. 43, # 8 p. 771 - 776
反应条件
piperidine in methanol
1 h; Heating;
参考文献
Carrupt, Pierre-Alain; Vogel, Pierre
Helvetica Chimica Acta, 1989 , vol. 72, p. 1008 - 1028
反应条件
potassium tert-butylate in diethyl ether
Wittig olefination;
参考文献
Suhrada, Christopher P.; Selcuki, Cenk; Nendel, Maja; Cannizzaro, Carina; Houk; Rissing, Peter-Juergen; Baumann, Dirk; Hasselmann, Dieter
Angewandte Chemie - International Edition, 2005 , vol. 44, # 23 p. 3548 - 3552
反应条件
acetic acid; zinc(II) chloride
T=100°C; 42 h;
参考文献
Jackson, James E.; Mock, George B.; Tetef, Merry L.; Zheng, Guo-Xiu; Jones, Maitland Jr.
Tetrahedron, 1985 , vol. 41, # 8 p. 1453 - 1464
参考文献
Tetef, Merry L.; Jones, Maitland Jr.
Tetrahedron Letters, 1984 , vol. 25, # 2 p. 161 - 164
