(-)-象牙(洪达木)酮宁合成路线 （共 78 条）
参考文献
Hakam, Khalida; Thielmann, Marion; Thielmann, Thomas; Winterfeldt, Ekkehard
Tetrahedron, 1987 , vol. 43, # 9 p. 2035 - 2044
反应条件
1: BF3*Et2O / 10 h / 35 - 40 °C 2: 53 percent / CrO3/pyridine 3: LiAlH4 / diethyl ether 4: CrO3/pyridine View Scheme
参考文献
Node; Nagasawa; Fuji
Journal of the American Chemical Society, 1987 , vol. 109, # 25 p. 7901 - 7903
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene 1.5 h; Heating;
参考文献
Hakam, Khalida; Thielmann, Marion; Thielmann, Thomas; Winterfeldt, Ekkehard
Tetrahedron, 1987 , vol. 43, # 9 p. 2035 - 2044
反应条件
dipyridinium dichromate in dichloromethane 3 h; Ambient temperature;
参考文献
Takano, Seiichi; Yonaga, Masahiro; Morimoto, Masamichi; Ogasawara, Kunio
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 305 - 310
反应条件
1: 94 percent / H2 / 10percent Pd/C / ethyl acetate / 5 h / 3258.03 Torr 2: 81 percent / m-CPBA / CH2Cl2 / 36 h 3: TsOH*H2O / benzene; H2O / 24 h / Heating 4: 71 percent / Et3N, (PhO)2P(O)N3 / tetrahydrofuran / Ambient temperature 5: 84 percent / LiBH4 / methanol; tetrahydrofuran / 48 h / Ambient temperature 6: 84 percent / KH / tetrahydrofuran / 3 h / Ambient temperature 7: 70 percent / molecular sieves, NMO, TPAP / CH2Cl2 / 2 h / Ambient temperature 8: 88 percent / CF3CO2H / CH2Cl2 / 10 h / -55 °C 9: 1.) BH3, 2.) 6 N NaOH, H2O2 / 1.) THF, room temperature, 2 h, 2.) EtOH, H2O, 55 deg C, 1.5 h 10: 97 percent / molecular sieves, NMO, TPAP / CH2Cl2 / 1 h View Scheme
参考文献
Schultz, Arthur G.; Pettus, Liping
Journal of Organic Chemistry, 1997 , vol. 62, # 20 p. 6855 - 6861
反应条件
in toluene T=450°C; P=20 Torr;
参考文献
Hugel, Georgette; Levy, Jean
Tetrahedron, 1984 , vol. 40, # 6 p. 1067 - 1074
反应条件
1.1: 92 percent / imidazole / dimethylformamide / 16 h / -20 - 20 °C 2.1: Et3N; Py*SO3 / dimethylsulfoxide / 60 h / 20 °C 2.2: 18.7 mg / TFA / CH2Cl2 / 16 h / -42 - 20 °C 3.1: 96 percent / Me3SiCl / methanol / 3 h / 0 - 20 °C 4.1: 30 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating 5.1: Py*SO3; Et3N / dimethylsulfoxide / 20 h / 20 °C 6.1: 2 mg / NMMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Wee, Andrew G.H.; Yu, Qing
Tetrahedron Letters, 2000 , vol. 41, # 5 p. 587 - 590
反应条件
1.1: Et3N; Py*SO3 / dimethylsulfoxide / 60 h / 20 °C 1.2: 18.7 mg / TFA / CH2Cl2 / 16 h / -42 - 20 °C 2.1: 96 percent / Me3SiCl / methanol / 3 h / 0 - 20 °C 3.1: 30 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating 4.1: Py*SO3; Et3N / dimethylsulfoxide / 20 h / 20 °C 5.1: 2 mg / NMMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Wee, Andrew G.H.; Yu, Qing
Tetrahedron Letters, 2000 , vol. 41, # 5 p. 587 - 590
反应条件
1.1: 98 percent / Jones reagent / acetone / 0 °C 2.1: DCC / CH2Cl2 / 1 h / 0 °C 2.2: 67 percent / CH2Cl2 / 15 h / 20 °C 3.1: 92 percent / LiBH4 / tetrahydrofuran; methanol / 48 h / 20 °C 4.1: 92 percent / imidazole / dimethylformamide / 16 h / -20 - 20 °C 5.1: Et3N; Py*SO3 / dimethylsulfoxide / 60 h / 20 °C 5.2: 18.7 mg / TFA / CH2Cl2 / 16 h / -42 - 20 °C 6.1: 96 percent / Me3SiCl / methanol / 3 h / 0 - 20 °C 7.1: 30 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating 8.1: Py*SO3; Et3N / dimethylsulfoxide / 20 h / 20 °C 9.1: 2 mg / NMMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Wee, Andrew G.H.; Yu, Qing
Tetrahedron Letters, 2000 , vol. 41, # 5 p. 587 - 590
反应条件
1.1: DCC / CH2Cl2 / 1 h / 0 °C 1.2: 67 percent / CH2Cl2 / 15 h / 20 °C 2.1: 92 percent / LiBH4 / tetrahydrofuran; methanol / 48 h / 20 °C 3.1: 92 percent / imidazole / dimethylformamide / 16 h / -20 - 20 °C 4.1: Et3N; Py*SO3 / dimethylsulfoxide / 60 h / 20 °C 4.2: 18.7 mg / TFA / CH2Cl2 / 16 h / -42 - 20 °C 5.1: 96 percent / Me3SiCl / methanol / 3 h / 0 - 20 °C 6.1: 30 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating 7.1: Py*SO3; Et3N / dimethylsulfoxide / 20 h / 20 °C 8.1: 2 mg / NMMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Wee, Andrew G.H.; Yu, Qing
Tetrahedron Letters, 2000 , vol. 41, # 5 p. 587 - 590
