(+)-(3As,6as)-3a,6a-二氢-2,2-二甲基-4H-环戊并-1,3-二氧代-4-酮合成路线 （共 95 条）
反应条件
1: aq. OsO4, N-methylmorpholine-N-oxide / tetrahydrofuran; acetone / 24 h
2: TsOH / acetone / 18 h
3: 86 percent / aq. ceric ammonium nitrate / acetonitrile / 0.08 h / 0 °C
4: 78 percent / pyridinium chlorochromate, pyridine, molecular sieves / CH2Cl2
View Scheme
参考文献
Biadatti, Thibaud; Esker, John L.; Johnson, Carl R.
Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2313 - 2320
反应条件
1: 86 percent / aq. ceric ammonium nitrate / acetonitrile / 0.08 h / 0 °C
2: 78 percent / pyridinium chlorochromate, pyridine, molecular sieves / CH2Cl2
View Scheme
参考文献
Biadatti, Thibaud; Esker, John L.; Johnson, Carl R.
Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2313 - 2320
反应条件
1: 100 percent / methanol. KOH / 0.5 h / Ambient temperature
2: 72 percent / pyridinium chlorochromate, pyridine, molecular sieves / CH2Cl2
View Scheme
参考文献
Biadatti, Thibaud; Esker, John L.; Johnson, Carl R.
Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2313 - 2320
反应条件
1: 74 percent / PPTS / benzene / 96 h / Heating
2: N-bromosuccinimide / CCl4 / Heating
3: 50 percent / N-methylmorpholine N-oxide, OsO4 / tetrahydrofuran; acetonitrile; 2-methyl-propan-2-ol / 48 h / Ambient temperature
4: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 4 h / Ambient temperature
5: 88 percent / sodium methoxide / dimethylsulfoxide / 12 h / 50 °C
6: 88 percent / perchloric acid / acetone / 2 h / bath temperature 70 deg C
View Scheme
参考文献
Flann, Christopher J.; Mash, Eugene A.
Synthetic Communications, 1988 , vol. 18, # 4 p. 391 - 402
反应条件
1: 50 percent / N-methylmorpholine N-oxide, OsO4 / tetrahydrofuran; acetonitrile; 2-methyl-propan-2-ol / 48 h / Ambient temperature
2: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 4 h / Ambient temperature
3: 88 percent / sodium methoxide / dimethylsulfoxide / 12 h / 50 °C
4: 88 percent / perchloric acid / acetone / 2 h / bath temperature 70 deg C
View Scheme
参考文献
Flann, Christopher J.; Mash, Eugene A.
Synthetic Communications, 1988 , vol. 18, # 4 p. 391 - 402
反应条件
1: N-bromosuccinimide / CCl4 / Heating
2: 50 percent / N-methylmorpholine N-oxide, OsO4 / tetrahydrofuran; acetonitrile; 2-methyl-propan-2-ol / 48 h / Ambient temperature
3: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 4 h / Ambient temperature
4: 88 percent / sodium methoxide / dimethylsulfoxide / 12 h / 50 °C
5: 88 percent / perchloric acid / acetone / 2 h / bath temperature 70 deg C
View Scheme
参考文献
Flann, Christopher J.; Mash, Eugene A.
Synthetic Communications, 1988 , vol. 18, # 4 p. 391 - 402
反应条件
1: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 4 h / Ambient temperature
2: 88 percent / sodium methoxide / dimethylsulfoxide / 12 h / 50 °C
3: 88 percent / perchloric acid / acetone / 2 h / bath temperature 70 deg C
View Scheme
参考文献
Flann, Christopher J.; Mash, Eugene A.
Synthetic Communications, 1988 , vol. 18, # 4 p. 391 - 402
反应条件
1: 88 percent / sodium methoxide / dimethylsulfoxide / 12 h / 50 °C
2: 88 percent / perchloric acid / acetone / 2 h / bath temperature 70 deg C
View Scheme
参考文献
Flann, Christopher J.; Mash, Eugene A.
Synthetic Communications, 1988 , vol. 18, # 4 p. 391 - 402
反应条件
1: 88 percent / zinc powder, acetic acid / ethanol / Heating
2: 78 percent / pyridinium chlorochromate / CH2Cl2 / Ambient temperature
3: 65 percent / 1,2-dichloro-benzene / Heating
View Scheme
参考文献
Takano, Seiichi; Inomata, Kohei; Ogasawara, Kunio
Chemistry Letters, 1989 , p. 359 - 362
反应条件
1: 78 percent / pyridinium chlorochromate / CH2Cl2 / Ambient temperature
2: 65 percent / 1,2-dichloro-benzene / Heating
View Scheme
参考文献
Takano, Seiichi; Inomata, Kohei; Ogasawara, Kunio
Chemistry Letters, 1989 , p. 359 - 362
