反应条件
1: pyridine
2: BBr3 / CH2Cl2 / 0.5 h / 0 °C
3: NaH / dimethylformamide
4: 1.) LDA / 1.) THF, -78 deg, 10 min
5: DDQ / dioxane / 0.17 h / 60 °C
6: K2CO3 / dimethylsulfoxide / 16 h / 20 °C
7: LAH / tetrahydrofuran / 1 h / 0 °C
8: pyridine / 24 h
9: imidazole / dimethylformamide / 16 h / 0 - 20 °C
10: TsOH / CH2Cl2; methanol / 0.08 h
11: 62 percent / PCC / CH2Cl2 / 20 °C
12: 91 percent / NBS / CH2Cl2 / 0.5 h / 20 °C
13: MCPBA, Na2SO4, 4,4'-methylenebis(2,6-di-t-butyl)phenol / benzene / 1 h / 20 °C
14: aq. NaOH / methanol; tetrahydrofuran / 20 °C
15: K2CO3 / dimethylsulfoxide / 16 h / 20 °C
16: TBAF
17: DEAD, PPh3
18: NaOH
20: 1.) t-BuLi, 2.) FeCl3 / 1.) THF, -78 deg, 2.) -78 deg to 20 deg
21: 1.) TBAF, 2.) H2 / 2.) Pd/C / 1.) THF, 2.) THF, MeOH
22: 65 percent / K3Fe(CN)6, NaOH / H2O; ethanol; tetrahydrofuran / 20 °C
23: 54 percent / DMAP, pyridine
24: aq. HCl
View Scheme
参考文献
Broka
Tetrahedron Letters, 1991 , vol. 32, # 7 p. 859 - 862