(+)-(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: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C
2: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C
3: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
4: 98 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C
5: 96 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
6: 76 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 95 percent / K2CO3 / methanol / 1.5 h / 20 °C
2: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C
3: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C
4: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
5: 98 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C
6: 96 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
7: 76 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C
2: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
3: 98 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C
4: 96 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
5: 76 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C
2: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
3: 96 percent / H2 / 10 percent Pd/C; CHCl3 / ethyl acetate / 17 h / 20 °C
4: 97 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
5: 78 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
2: 98 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C
3: 96 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
4: 76 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C
2: 96 percent / H2 / 10 percent Pd/C; CHCl3 / ethyl acetate / 17 h / 20 °C
3: 97 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
4: 78 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
1: 96 percent / H2 / 10 percent Pd/C; CHCl3 / ethyl acetate / 17 h / 20 °C
2: 97 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C
3: 78 percent / acetic acid / 96 h / 60 °C
View Scheme
参考文献
Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio
Synthesis, 2000 , # 6 p. 817 - 823
反应条件
pyridine; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid in benzene
T=20°C; Moffatt oxidation;
参考文献
Stathakis, Christos I.; Gallos, John K.
Tetrahedron Letters, 2008 , vol. 49, # 48 p. 6804 - 6806
反应条件
oxalyl dichloride; triethylamine in dichloromethane
T=-65°C; Swern oxidation;
参考文献
Stathakis, Christos I.; Gallos, John K.
Tetrahedron Letters, 2008 , vol. 49, # 48 p. 6804 - 6806
反应条件
in 1,2-dichloro-benzene
Heating;
参考文献
Takano, Seiichi; Inomata, Kohei; Ogasawara, Kunio
Chemistry Letters, 1989 , p. 359 - 362