6-(2,2-二甲基-[1,3]二氧杂烷-4-基) -2,2-二甲基-二氢-呋喃并[3,4-d][1 ,3]二氧代-4-酮合成路线 (共 7 条)
反应条件
1: tetrahydrofuran; toluene / -40 - 0 °C / Inert atmosphere 2: sodium tetrahydroborate / methanol / 2 h / -15 °C / Inert atmosphere 3: N-bromosuccinmide; silver nitrate / acetone / 2 h / 20 °C / Inert atmosphere; Darkness 4: acetic acid / water / 60 h / 40 °C 5: ozone / dimethylsulfide; water / 1 h / 20 °C View Scheme
参考文献
Crich, David; Navuluri, Chandrasekhar
Organic Letters, 2011 , vol. 13, # 23 p. 6288 - 6291
反应条件
1: 79 percent / acetic acid / H2O / 16 h / 30 °C 2: 71 percent / imidazole / dimethylformamide / 2 h / -40 °C 3: pyridine; CH2Cl2 / 1 h / -30 °C 4: NaN3 / dimethylformamide / 3 h View Scheme
参考文献
Fleet, George W. J.; Ramsden, Nigel G.; Witty, David R.
Tetrahedron Letters, 1988 , vol. 29, # 23 p. 2871 - 2874
反应条件
1: 79 percent / acetic acid / H2O / 16 h / 30 °C 2: 71 percent / imidazole / dimethylformamide / 2 h / -40 °C 3: pyridine; CH2Cl2 / 1 h / -30 °C 4: NaN3 / dimethylformamide / 3 h 5: 91 percent / H2 / 10percent Pd/C / methanol / 14 h 6: 89 percent / trifluoroacetic acid / H2O / 1 h View Scheme
参考文献
Fleet, George W. J.; Ramsden, Nigel G.; Witty, David R.
Tetrahedron Letters, 1988 , vol. 29, # 23 p. 2871 - 2874
反应条件
1: gl. AcOH, water / 4 h / 60 °C 2: 61 percent / pyridine / 10 h / Ambient temperature 3: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 4: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 5: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme
参考文献
Manna; McAnalley; Ammon
Carbohydrate Research, 1993 , vol. 243, # 1 p. 11 - 27
反应条件
1: gl. AcOH, water / 4 h / 60 °C 2: 61 percent / pyridine / 10 h / Ambient temperature 3: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 4: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 5: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature 6: pyridinium p-toluenesulfonate / methanol / 30 h / Heating View Scheme
参考文献
Manna; McAnalley; Ammon
Carbohydrate Research, 1993 , vol. 243, # 1 p. 11 - 27
反应条件
1: electrolysis
2: 6 percent / electrolysis
View Scheme
参考文献
Schaefer, Hans J.; Schneider, Roy
Tetrahedron, 1991 , vol. 47, # 4-5 p. 715 - 724
反应条件
1.1: ethyl acetate / 4 h / 20 °C
2.1: MsCl; Et3N; dimethylaminopyridine / ethyl acetate / 5 h / 20 °C
2.2: water / ethyl acetate / 20 °C
3.1: DIBAL-H / toluene
4.1: pyridine
View Scheme
参考文献
Seo, Myung Joon; An, Joungho; Shim, Jae Hak; Kim, Guncheol
Tetrahedron Letters, 2003 , vol. 44, # 15 p. 3051 - 3052