(4bS)-反式-8,8-三甲基-4b,5,6,7,8,8a,9,10-八氢-1-异丙基菲-2-醇合成路线 (共 34 条)
反应条件
1: 99 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 2: 95 percent / TBAF / tetrahydrofuran / 3 h 3: 61 percent / p-toluenesulfonic acid / benzene / 48 h / 60 °C 4: 76 percent / CuBr2 / acetonitrile / 72 h / 50 °C 5: 71 percent / Li2CO3; LiBr / dimethylformamide / 17 h / 140 °C View Scheme
参考文献
Marcos; Cubillo; Moro; Carballares; Diez; Basabe; Llamazares; Beneitez; Sanz; Broughton; Urones
Tetrahedron, 2005 , vol. 61, # 4 p. 977 - 1003
反应条件
1: 76 percent / NaOMe / methanol / 12 h / 20 °C 2: 99 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 3: 95 percent / TBAF / tetrahydrofuran / 3 h 4: 61 percent / p-toluenesulfonic acid / benzene / 48 h / 60 °C 5: 76 percent / CuBr2 / acetonitrile / 72 h / 50 °C 6: 71 percent / Li2CO3; LiBr / dimethylformamide / 17 h / 140 °C View Scheme
参考文献
Marcos; Cubillo; Moro; Carballares; Diez; Basabe; Llamazares; Beneitez; Sanz; Broughton; Urones
Tetrahedron, 2005 , vol. 61, # 4 p. 977 - 1003
反应条件
1: 95 percent / TBAF / tetrahydrofuran / 3 h 2: 61 percent / p-toluenesulfonic acid / benzene / 48 h / 60 °C 3: 76 percent / CuBr2 / acetonitrile / 72 h / 50 °C 4: 71 percent / Li2CO3; LiBr / dimethylformamide / 17 h / 140 °C View Scheme
参考文献
Marcos; Cubillo; Moro; Carballares; Diez; Basabe; Llamazares; Beneitez; Sanz; Broughton; Urones
Tetrahedron, 2005 , vol. 61, # 4 p. 977 - 1003
反应条件
1: AlCl3 / CH2Cl2 2: BBr3 / CH2Cl2 View Scheme
参考文献
Matsumoto,T.; Suetsugu,A.
Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 1450 - 1453
反应条件
1.1: N,N-dimethyl-aniline / dichloromethane / 0.5 h / 20 °C / |Inert atmosphere 1.2: 27 h / 20 °C / |Inert atmosphere 2.1: potassium hydroxide / ethanol; water / 24 h / 15 - 20 °C / |Inert atmosphere 3.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 4.1: ozone; sodium hydroxide / water; toluene / 0.58 h / -10 °C 5.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 5.2: 1 h / |Inert atmosphere; |Reflux 6.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180
反应条件
1.1: potassium hydroxide / ethanol; water / 24 h / 15 - 20 °C / |Inert atmosphere 2.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 3.1: ozone; sodium hydroxide / water; toluene / 0.58 h / -10 °C 4.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 4.2: 1 h / |Inert atmosphere; |Reflux 5.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180
反应条件
1.1: ozone; sodium hydroxide / water; toluene / 0.58 h / -10 °C 2.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 2.2: 1 h / |Inert atmosphere; |Reflux 3.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180
反应条件
1.1: ozone / dichloromethane / 1 h / -70 °C 1.2: -70 - 20 °C / |Inert atmosphere 2.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 3.1: ozone / dichloromethane / 1.08 h / -78 °C 3.2: -78 - 20 °C / |Inert atmosphere 4.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 4.2: 1 h / |Inert atmosphere; |Reflux 5.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180
反应条件
1.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 2.1: ozone / dichloromethane / 1.08 h / -78 °C 2.2: -78 - 20 °C / |Inert atmosphere 3.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 3.2: 1 h / |Inert atmosphere; |Reflux 4.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180
反应条件
1.1: ozone / dichloromethane / 1.08 h / -78 °C 1.2: -78 - 20 °C / |Inert atmosphere 2.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 2.2: 1 h / |Inert atmosphere; |Reflux 3.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Rogachev, Victor; Loehl, Thorsten; Markert, Thomas; Metz, Peter
Arkivoc, 2012 , vol. 2012, # 3 p. 172 - 180