(3aS,4R,5S,6aR)-(+)-六氢-5-羟基-4-(羟甲基)-2H-环戊并[b]呋喃-2-酮合成路线 （共 58 条）
反应条件
1: pyridine; copper diacetate; lead(IV) tetraacetate / toluene / 1 h / |Reflux 2: potassium carbonate / methanol / 1 h / 20 °C 3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3.5 h / -23 °C 4: hydrogenchloride / methanol; tetrahydrofuran / 2 h / 20 °C 5: hydrogenchloride; water / tetrahydrofuran / 6 h / |Reflux View Scheme
反应条件
1: potassium carbonate / methanol / 1 h / 20 °C 2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3.5 h / -23 °C 3: hydrogenchloride / methanol; tetrahydrofuran / 2 h / 20 °C 4: hydrogenchloride; water / tetrahydrofuran / 6 h / |Reflux View Scheme
反应条件
1: potassium carbonate / methanol 2: hydrogenchloride; water / tetrahydrofuran / |Reflux View Scheme
反应条件
1: potassium carbonate / methanol 2: hydrogenchloride; water / tetrahydrofuran / |Reflux View Scheme
反应条件
1: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C 2: VO(acac)2, t-BuOOH / CH2Cl2 3: NaH, Bu4NI / dimethylformamide 4: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 5: 82 percent / TEA, DMAP / CH2Cl2 6: Dess-Martin reagent, t-BuOH / CH2Cl2 7: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 8: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 9: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 2: 82 percent / TEA, DMAP / CH2Cl2 3: Dess-Martin reagent, t-BuOH / CH2Cl2 4: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 5: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 6: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: NaH, Bu4NI / dimethylformamide 2: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 3: 82 percent / TEA, DMAP / CH2Cl2 4: Dess-Martin reagent, t-BuOH / CH2Cl2 5: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 6: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 7: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 4: 82 percent / TEA, DMAP / CH2Cl2 5: Dess-Martin reagent, t-BuOH / CH2Cl2 6: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 7: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 8: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: Dess-Martin reagent, t-BuOH / CH2Cl2 2: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 3: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 4: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 2: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 3: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
