[3aS-(3aα,4α,5α,7aα)]-3a,4,5,7a-四氢-2,2-二甲基-1,3-苯并间二氧杂环戊烯-4,5-二醇合成路线 (共 9 条)
反应条件
lithium aluminium tetrahydride in tetrahydrofuran 8 h; Ambient temperature;
参考文献
Oppong, Kofi A.; Hudlicky, Tomas; Yan, Fengyang; York, Chentao; Nguyen, Ba V.
Tetrahedron, 1999 , vol. 55, # 10 p. 2875 - 2880
反应条件
hydrogen; triethylamine; palladium on activated charcoal in methanol T=20°C; 3 h;
参考文献
Arthurs, Claire L.; Raftery, James; Whitby, Helen L.; Whitehead, Roger C.; Wind, Natasha S.; Stratford, Ian J.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 21 p. 5974 - 5977
反应条件
1: 4-methylmorpholine N-oxide; OsO4 / acetone; H2O 2: Bu3SnH; AIBN / benzene View Scheme
参考文献
Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas
Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42
反应条件
1: p-TsOH 2: 4-methylmorpholine N-oxide; OsO4 / acetone; H2O 3: Bu3SnH; AIBN / benzene View Scheme
参考文献
Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas
Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42
反应条件
1: 1.) NaH / 1.) THF, 0 deg C. 30 min, 2.) THF, room temperature, 24 h 2: 54 percent / n-Bu4NOH / methanol / electrolysis, Hg cathode, Pt anode, -2.2 V View Scheme
参考文献
Hudlicky, Tomas; Claeboe, Christopher D.; Brammer Jr., Larry E.; Koroniak, Lukasz; Butora, Gabor; Ghiviriga, Ion
Journal of Organic Chemistry, 1999 , vol. 64, # 13 p. 4909 - 4913
反应条件
1.1: 32.8 g / E. coli JM 109 (pDTG601); aq. potassium phosphate buffer / propan-2-ol / 1 h 2.1: 95 percent / p-toluenesulfonic acid / acetone / 3 h / 20 °C 3.1: 71 percent / osmium tetraoxide; N-methylmorfoline-N-oxide; water / acetone / 18 h 4.1: azoisobutyronitrile; tributyl tin hydride / tetrahydrofuran / 1.5 h / Heating 4.2: potassium fluoride / tetrahydrofuran / cooling View Scheme
参考文献
Finn, Kevin J.; Collins, Jonathan; Hudlicky, Tomas
Tetrahedron, 2006 , vol. 62, # 31 p. 7471 - 7476
反应条件
1: E. coli JM109(pDTG601) 2: TsOH / acetone 3: 84 percent / OsO4, NMO / H2O; 2-methyl-propan-2-ol 4: 90 percent / n-Bu3SnH, AIBN / benzene / Heating View Scheme
参考文献
Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas
Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42
反应条件
1: 97.9 percent / p-TsOH / acetone / 2 h / Ambient temperature 2: 69.9 percent / RuCl3*H2O, NaIO4 / acetonitrile; H2O / 0.05 h / 0 °C 3: 95.8 percent / HCl / ethanol / 16 h / Ambient temperature View Scheme
参考文献
Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas
Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42
反应条件
1: 88 percent / mCPBA / CH2Cl2 / 24 h / Ambient temperature 2: 60 percent / Al2O3 / 24 h / Heating 3: 100 percent / conc. HCl / acetone; H2O / 0.5 h / Ambient temperature View Scheme
参考文献
Hudlicky, Tomas; Price, John D.; Rulin, Fan; Tsunoda, Toshiya
Journal of the American Chemical Society, 1990 , vol. 112, # 25 p. 9439 - 9440