(Z)-5-癸烯-1-醇乙酸酯合成路线 (共 44 条)
反应条件
1: 63 percent / (Me3Si)2NNa 2: 60 percent / H(1+) 3: 85 percent / LiAlH4 View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 22, # 1 p. 121
Khimiya Prirodnykh Soedinenii, , vol. 22, # 1 p. 122 - 123
反应条件
1: 85 percent / LiBr / acetone / 6 h / Heating 2: 1) Li / 1) (C2H5)2O, -10 deg C, 2 h, 0-5 deg C, 1 h, 2) room temperature, 14 h 3: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 4: pyridine / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 21, # 3 p. 369 - 371
Khimiya Prirodnykh Soedinenii, , vol. 21, # 3 p. 395 - 398
反应条件
1: hydrogene / 5percent Pd/C 2: 63 percent / (Me3Si)2NNa 3: 60 percent / H(1+) 4: 85 percent / LiAlH4 View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 22, # 1 p. 121
Khimiya Prirodnykh Soedinenii, , vol. 22, # 1 p. 122 - 123
反应条件
1: 1.) HMPTA, n-BuLi, 3.) 4-dimethylaminopyridine 2: NaOH / diethyl ether; methanol / 0.33 h / 25 °C 3: Na2S2O4, NaHCO3 / ethanol; H2O / 7 h / 80 °C 4: 100 percent / TsOH*pyridine / methanol / 2 h / 50 °C 5: 97 percent / DMAP, pyridine / 0.33 h / 0 °C View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 40, # 11.1 p. 2196 - 2204
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2521 - 2529
反应条件
1: 1.) HMPTA, n-BuLi, 3.) 4-dimethylaminopyridine 2: NaOH / diethyl ether; methanol / 0.33 h / 25 °C 3: Na2S2O4, NaHCO3 / ethanol; H2O / 7 h / 80 °C 4: 100 percent / TsOH*pyridine / methanol / 2 h / 50 °C 5: 97 percent / DMAP, pyridine / 0.33 h / 0 °C View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 40, # 11.1 p. 2196 - 2204
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2521 - 2529
反应条件
1: Na2S2O4, NaHCO3 / ethanol; H2O / 7 h / 80 °C 2: 100 percent / TsOH*pyridine / methanol / 2 h / 50 °C 3: 97 percent / DMAP, pyridine / 0.33 h / 0 °C View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 40, # 11.1 p. 2196 - 2204
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2521 - 2529
反应条件
1: NaOH / diethyl ether; methanol / 0.33 h / 25 °C 2: Na2S2O4, NaHCO3 / ethanol; H2O / 7 h / 80 °C 3: 100 percent / TsOH*pyridine / methanol / 2 h / 50 °C 4: 97 percent / DMAP, pyridine / 0.33 h / 0 °C View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 40, # 11.1 p. 2196 - 2204
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2521 - 2529
反应条件
1: 1.) t-BuOK / 1.) THF, -30 deg C, 20 min, 2.) THF, a) -78 deg C, 2 h, b) RT, 16 h 2: 95 percent / (iso-C4H9)2AlH / diethyl ether; toluene / 17 h / 0 - 20 °C 3: 97 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 27, # 4 p. 497 - 499
Khimiya Prirodnykh Soedinenii, , # 4 p. 568 - 571
反应条件
1: 1.) O3, O2, NaHCO3, 2.) Et3N / 1.) CH2Cl2, CH3OH, -70 deg C, 1.34 h, 2.) CH2Cl2, CH3OH, a) -20 deg C, 5 h, b) 8 deg C, 15 h 2: 1.) t-BuOK / 1.) THF, -30 deg C, 20 min, 2.) THF, a) -78 deg C, 2 h, b) RT, 16 h 3: 95 percent / (iso-C4H9)2AlH / diethyl ether; toluene / 17 h / 0 - 20 °C 4: 97 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 27, # 4 p. 497 - 499
Khimiya Prirodnykh Soedinenii, , # 4 p. 568 - 571
反应条件
1: BF3*OEt2 2: pyridine View Scheme
参考文献
Tetrahedron Letters, , vol. 34, # 23 p. 3695 - 3698