2,6,6-三甲基环己-2-烯-1-酮合成路线 （共 31 条）
反应条件
1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -70 °C 1.2: cerium(III) chloride / tetrahydrofuran / 2 h / -70 °C 1.3: tetrahydrofuran / 2 h / -70 °C 2.1: sodium hydroxide / methanol; H2O / 4 h / 25 °C 3.1: sodium hydrogen carbonate; iodine / diethyl ether; H2O / 25 °C 4.1: pyridine; thionyl chloride / 1 h / 60 °C 5.1: tri-n-butyltin hydride; 1,1-azobis(cyclohexanecarbonitrile) View Scheme
参考文献
Eidman, Kirk F.; MacDougall, Brian S.
Journal of Organic Chemistry, 2006 , vol. 71, # 25 p. 9513 - 9516
反应条件
sodium methylsulfinylmethanide in tetrahydrofuran; dimethyl sulfoxide
T=0°C; 1 h;
参考文献
Rosenberger, Michael; Jackson, William; Saucy, Gabriel
Helvetica Chimica Acta, 1980 , vol. 63, # 6 p. 1665 - 1674
反应条件
sodium hydroxide in dimethyl sulfoxide
参考文献
Firmenich SA
Patent: US5118865 A1, 1992 ;
反应条件
sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride in dichloromethane; water
240 h; Ambient temperature;
参考文献
Rosenberger, Michael; Jackson, William; Saucy, Gabriel
Helvetica Chimica Acta, 1980 , vol. 63, # 6 p. 1665 - 1674
反应条件
1: 1.) 1.6 M sBuLi / 1.) cyclohexane, THF, -68 deg C, 2.) cyclohexane, THF, 20 min, -70 deg C
2: HgCl2, H2O / acetone / 1.5 h
3: 1.) Mg / 2.) ether, 2 d, reflux
4: 17 percent / pyridinium chlorochromate, NaOAc / CH2Cl2 / 2 h
View Scheme
参考文献
Weyerstahl, Peter; Buchmann, Bernd; Marschall-Weyerstahl, Helga
Liebigs Annalen der Chemie, 1988 , p. 507 - 524
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
1.2: 70 percent / tetrahydrofuran; hexane / -78 - 0 °C
2.1: 67 percent / PCC; silica gel / CH2Cl2 / 4 h / 25 °C
View Scheme
参考文献
Dominguez, Marta; Alvarez, Rosana; Martras, Silvia; Farres, Jaume; Pares, Xavier; De Lera, Angel R.
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 22 p. 3368 - 3373
反应条件
1: 88 percent / tetrahydrofuran / Heating
2: 54 percent / P2O5; Celite / toluene / Heating
3: 78 percent / KOH
View Scheme
参考文献
Puglisi, Carolyn J; Elsey, Gordon M; Prager, Rolf H; Skouroumounis, George K; Sefton, Mark A
Tetrahedron Letters, 2001 , vol. 42, # 39 p. 6937 - 6939
反应条件
lithium aluminium tetrahydride in diethyl ether
参考文献
Schulte-Elte, Karl H.; Giersch, Wolfgang; Winter, Beat; Pamingle, Herve; Ohloff, Guenther
Helvetica Chimica Acta, 1985 , vol. 68, p. 1961 - 1985
反应条件
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Weyerstahl, Peter; Buchmann, Bernd; Marschall-Weyerstahl, Helga
Liebigs Annalen der Chemie, 1988 , p. 507 - 524
参考文献
Takikawa, Hirosato; Hirooka, Manabu; Sasaki, Mitsuru
Tetrahedron Letters, 2002 , vol. 43, # 9 p. 1713 - 1716
