(-)-(3Ar,6ar)-四氢-2,2-二甲基-4H-环戊并-1,3-二氧代-4-酮合成路线 （共 12 条）
反应条件
hydrogen; palladium on activated charcoal in ethyl acetate
T=20°C;
参考文献
Peyrot Des Gachons, Catherine; Sperry, Jeffrey B.; Bryant, Bruce; Breslin, Paul A.S.; Smith, III, Amos B.; Beauchamp, Gary K.
Patent: US2011/20424 A1, 2011 ;
Location in patent: Page/Page column 16 ;
反应条件
hydrogen; palladium 10 on activated carbon in methanol
P=760.051 Torr; Inert atmosphere;
参考文献
Converso, Antonella; Hartingh, Timothy J.; Fraley, Mark E.
Patent: US2011/160229 A1, 2011 ;
Location in patent: Page/Page column 12; 13 ;
反应条件
pyridinium chlorochromate in dichloromethane
T=20°C; 16 h;
参考文献
Vonlanthen, David; Leumann, Christian J.
Synthesis, 2003 , # 7 p. 1087 - 1090
反应条件
1.1: Grubbs catalyst / CH2Cl2 / 4 h / 23 °C
1.2: 87 percent / pyridinium chlorochromate / CH2Cl2 / 12 h / 23 °C
2.1: 95 percent / hydrogen / Pd/C / ethyl acetate / 20 °C
View Scheme
参考文献
Smith III, Amos B.; Sperry, Jeffrey B.; Han, Qiang
Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 6891 - 6900
反应条件
1.1: triphenylphosphine; imidazole; I2 / toluene / Heating
1.2: 85 percent / Zn / methanol / Heating
2.1: 84 percent / tetrahydrofuran / -78 °C
3.1: Grubbs first generation catalyst / CH2Cl2 / 4 h / 20 °C
3.2: 87 percent / PCC / CH2Cl2 / 12 h
4.1: 95 percent / hydrogen / Pd/C / ethyl acetate / 20 °C
View Scheme
参考文献
Smith III, Amos B.; Han, Qiang; Breslin, Paul A. S.; Beauchamp, Gary K.
Organic Letters, 2005 , vol. 7, # 22 p. 5075 - 5078
反应条件
1.1: 84 percent / tetrahydrofuran / -78 °C
2.1: Grubbs first generation catalyst / CH2Cl2 / 4 h / 20 °C
2.2: 87 percent / PCC / CH2Cl2 / 12 h
3.1: 95 percent / hydrogen / Pd/C / ethyl acetate / 20 °C
View Scheme
参考文献
Smith III, Amos B.; Han, Qiang; Breslin, Paul A. S.; Beauchamp, Gary K.
Organic Letters, 2005 , vol. 7, # 22 p. 5075 - 5078
反应条件
1.1: pyridinium chlorochromate / benzene / 10.5 h / Heating
1.2: 1.16 g / pyridinium chlorochromate / benzene / 14.5 h / Heating
2.1: 85 percent / n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 - 23 °C
3.1: 95 percent / hydrogen / Pd/C / ethyl acetate / 20 °C
View Scheme
参考文献
Smith III, Amos B.; Sperry, Jeffrey B.; Han, Qiang
Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 6891 - 6900
反应条件
1: 85 percent / n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 - 23 °C
2: 95 percent / hydrogen / Pd/C / ethyl acetate / 20 °C
View Scheme
参考文献
Smith III, Amos B.; Sperry, Jeffrey B.; Han, Qiang
Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 6891 - 6900
反应条件
1: 97 percent / H2 / 10 percent Pd/C / methanol / 16 h / 20 °C
2: 85 percent / pyridinium chlorochromate / CH2Cl2 / 16 h / 20 °C
View Scheme
参考文献
Vonlanthen, David; Leumann, Christian J.
Synthesis, 2003 , # 7 p. 1087 - 1090
反应条件
1: 89 percent / benzylidenebis(tricyclohexylphosphine)dichlororuthenium / CH2Cl2 / 24 h / 20 °C
2: 97 percent / H2 / 10 percent Pd/C / methanol / 16 h / 20 °C
3: 85 percent / pyridinium chlorochromate / CH2Cl2 / 16 h / 20 °C
View Scheme
参考文献
Vonlanthen, David; Leumann, Christian J.
Synthesis, 2003 , # 7 p. 1087 - 1090
