4-甲基-1,2-二氢萘合成路线 （共 52 条）
反应条件
allyl nickel bromide dimer; Na[B(3,5-(CF3)2C6H3)4] in dichloromethane
T=-78°C; 6 h; Inert atmosphere; enantioselective reaction;
参考文献
Smith, Craig R.; Rajanbabu
Organic Letters, 2008 , vol. 10, # 8 p. 1657 - 1659
反应条件
1: 50 percent / silver nitrate, sodium hydroxide / ethanol; H2O / 24 h / Ambient temperature
2: oxalyl chloride / benzene / 3 h / Ambient temperature
3: pyridine / 3 h / 20 °C
4: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 15 min, 2.) from -30 deg C to 0 deg C
5: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
6: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
7: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
8: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
9: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 15 min, 2.) from -30 deg C to 0 deg C
2: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
3: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
4: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
5: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
6: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: oxalyl chloride / benzene / 3 h / Ambient temperature
2: pyridine / 3 h / 20 °C
3: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 15 min, 2.) from -30 deg C to 0 deg C
4: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
5: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
6: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
7: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
8: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: pyridine / 3 h / 20 °C
2: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 15 min, 2.) from -30 deg C to 0 deg C
3: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
4: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
5: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
6: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
7: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
2: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
3: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
2: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
3: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
4: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
5: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: 1.) potassium hydroxide, 2.) 1 N hydrochloric acid / 1.) ethanol, water, RT, 20 h
2: 50 percent / silver nitrate, sodium hydroxide / ethanol; H2O / 24 h / Ambient temperature
3: oxalyl chloride / benzene / 3 h / Ambient temperature
4: pyridine / 3 h / 20 °C
5: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 15 min, 2.) from -30 deg C to 0 deg C
6: 99 percent / diisobutylaluminum hydride (Dibal-H) / CH2Cl2; hexane / 1 h / -10 °C
7: 89 percent / chromium trioxide, pyridine / CH2Cl2 / 1 h / 0 °C
8: 2.) water / 1.) ether, -78 deg C, 30 min, 2.) from -78 deg C to RT
9: 81 percent / chromium trioxide, pyridine / CH2Cl2 / 3 h / 0 °C
10: LiNH2 / benzene / 90 h / Heating
View Scheme
参考文献
Paquette, Leo A.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5054 - 5063
反应条件
1: Cu / quinoline / 200 °C
2: TsOH
View Scheme
参考文献
Christol,H.; Plenat,F.
Bulletin de la Societe Chimique de France, 1962 , p. 1325 - 1331
反应条件
sulfuric acid
T=0°C;
参考文献
Rapson; Robinson
Journal of the Chemical Society, 1935 , p. 1533,1543
