1: 65 percent / DMAP; triethylamine / CH2Cl2 / 24 h / 20 °C
2: 85 percent / copper(I) iodide / diethyl ether / 1 h / -30 °C
3: potassium hydroxide / ethanol; H2O / 3 h / Heating
View Scheme
参考文献
Pinheiro, Sergio; Pedraza, Sergio F.; Peralta, Monica A.; Teixeira, Rafael C.; De Farias, Florence M. C.; Ferreira, Vitor F.; Costa, Paulo R. R.
Tetrahedron Asymmetry, 2002 , vol. 13, # 23 p. 2513 - 2517
1: 85 percent / copper(I) iodide / diethyl ether / 1 h / -30 °C
2: potassium hydroxide / ethanol; H2O / 3 h / Heating
View Scheme
参考文献
Pinheiro, Sergio; Pedraza, Sergio F.; Peralta, Monica A.; Teixeira, Rafael C.; De Farias, Florence M. C.; Ferreira, Vitor F.; Costa, Paulo R. R.
Tetrahedron Asymmetry, 2002 , vol. 13, # 23 p. 2513 - 2517
Levene; Marker
Journal of Biological Chemistry, 1931 , vol. 93, p. 749,762
Journal of Biological Chemistry, 1935 , vol. 110, p. 329,338
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Stewart; Lipkin
Journal of the American Chemical Society, 1939 , vol. 61, p. 3297 Anm. 2
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 25 °C
1.2: 8 h / Reflux
2.1: sodium hydroxide / tetrahydrofuran / 3 h / Reflux
3.1: (S,S)-iPr-DUPHOS; potassium hydroxide / 2 h / 100 °C / Inert atmosphere
View Scheme
参考文献
Wu, Ruoqiu; Beauchamps, Marie G.; Laquidara, Joseph M.; Sowa Jr., John R.
Angewandte Chemie - International Edition, 2012 , vol. 51, # 9 p. 2106 - 2110
1,8-diazabicyclo[5.4.0]undec-7-ene in toluene
from -40 deg C to room temp.; Yield given. Yields of byproduct given;
参考文献
Soai, Kenso; Machida, Hideaki; Yokota, Noriko
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 1909 - 1914