(1S,2R,3S,5R)-2-[(苄氧甲基)-6-氧杂二环[3.1.0]己-3-醇合成路线 （共 17 条）
反应条件
tert.-butylhydroperoxide; hexacarbonyl molybdenum
参考文献
Gathergood; Knudsen; Jorgensen
Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 1014 - 1017
反应条件
1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 3.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
1.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 1.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 2.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
1.1: 80 percent / lithium bistrimethylsilylamide / tetrahydrofuran / 20 °C 2.1: 1,1'-thiocarbonyldiimidazole / tetrahydrofuran 2.2: nBu3SnH; AIBN / toluene / Heating 2.3: DDQ / CH2Cl2; H2O 3.1: t-BuOOH; VO(acac)2 / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742
反应条件
1.1: 1,1'-thiocarbonyldiimidazole / tetrahydrofuran 1.2: nBu3SnH; AIBN / toluene / Heating 1.3: DDQ / CH2Cl2; H2O 2.1: t-BuOOH; VO(acac)2 / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742
反应条件
1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 3.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
1: tetrahydrofuran / -78 - -65 °C 2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C 3: VO(acac)2, t-BuOOH / CH2Cl2 View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium in dichloromethane
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742
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
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132
反应条件
1: (2R,3S)-2-benzyloxymethyl-6-oxabicyclolt;3.1.0gt;hexan-3-ol With sodium hydride in tetrahydrofuran T=20°C; 1 h; 2: benzyl bromide With tetra-(n-butyl)ammonium iodide in tetrahydrofuran T=20°C; 12 h;
参考文献
Synthesis, , # 13 p. 2101 - 2109
