4-苯基-2丁烯-1-醇合成路线 (共 11 条)
反应条件
1: Ti(O-i-Pr)4; D(-)-DIPT; t-BuOOH / CH2Cl2 / -20 °C 2: Ti(O-i-Pr)2(N3)2 / benzene / Heating 3: H2 / Pd/C / ethyl acetate / 20 °C View Scheme
参考文献
Pico, Anna; Moyano, Albert; Pericas, Miquel A.
Journal of Organic Chemistry, 2003 , vol. 68, # 13 p. 5075 - 5083
反应条件
1: N-bromosuccinimide; dimethylsulphide / CH2Cl2 / 3 h / -30 - 20 °C 2: 52 percent / m-chloroperbenzoic acid / CH2Cl2 / 20 °C 3: 20 percent / n-Bu3SnH; (MeO)3P; AIBN / benzene / Heating View Scheme
参考文献
Ding, Bangwei; Bentrude, Wesley G.
Journal of the American Chemical Society, 2003 , vol. 125, # 11 p. 3248 - 3259
反应条件
1: Ti(O-i-Pr)4; D(-)-DIPT; t-BuOOH / CH2Cl2 / -20 °C 2: Ti(O-i-Pr)2(N3)2 / benzene / Heating 3: H2 / Pd/C / ethyl acetate / 20 °C 4: Ph3P; diisopropyl azodicarboxylate / CHCl3 / Heating View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 13 p. 5075 - 5083
反应条件
1: Ti(O-i-Pr)4; D(-)-DIPT; t-BuOOH / CH2Cl2 / -20 °C 2: Ti(O-i-Pr)2(N3)2 / benzene / Heating 3: H2 / Pd/C / ethyl acetate / 20 °C 4: Ph3P; diisopropyl azodicarboxylate / CHCl3 / Heating View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 13 p. 5075 - 5083
反应条件
1: periodic acid; RuCl3 2: NaN3 / Cu(NO3)2 / H2O / 1.5 h / 65 °C 3: NaBH4 / Cu(NO3)2 / H2O / 0.5 h / 0 °C View Scheme
参考文献
Fringuelli, Francesco; Pizzo, Ferdinando; Rucci, Mauro; Vaccaro, Luigi
Journal of Organic Chemistry, 2003 , vol. 68, # 18 p. 7041 - 7045
反应条件
1: 10.3 g / 4A molecular sieves, titanium tetraisopropoxide, diethyl D-tartrate, tert-butyl hydroperoxide / CH2Cl2; 2,2,4-trimethyl-pentane / 20 h / -22 °C 2: 2.7 g / titanium tetraisopropoxide, azidotrimethylsilane / benzene / 0.25 h / Heating 3: 1.) 2-acetoxyisobutyryl chloride, 2.) NaOMe / 1.) chloroform, RT, 5 h, 2.) THF, RT, 3 h 4: 9.63 g / propan-2-ol / 80 °C 5: 4.68 g / H2 / 10percent Pd/C / tetrahydrofuran; methanol; acetic acid / 12 h View Scheme
参考文献
Ghosh, Arun K.; Thompson, Wayne J.; Holloway, M. Katharine; McKee, Sean P.; Duong, Tien T.; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 16 p. 2300 - 2310
反应条件
oxygen in dimethyl sulfoxide T=190°C;
参考文献
Ganushchak,N.I. et al.
Journal of Organic Chemistry USSR (English Translation), 1973 , vol. 9, p. 1030 - 1032
Zhurnal Organicheskoi Khimii, 1973 , vol. 9, # 5 p. 1004 - 1007
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / 0 °C
2.1: titanium(IV) isopropylate; trimethylsilylazide / benzene / 0.25 h / 70 °C / Inert atmosphere
3.1: 4-(N,N-dimethlyamino)pyridine; di(n-butyl)tin oxide; triethylamine / dichloromethane / 3 h / 0 - 20 °C
4.1: potassium carbonate / methanol / 1 h / 0 - 25 °C
5.1: (S,S)-(salen)Co(OAc) complex; water / tetrahydrofuran / 14 h / 0 - 25 °C
6.1: isopropyl alcohol / 5 h / 50 °C
7.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
8.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
8.2: 29 h
9.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
反应条件
1.1: 81 percent / PCC / CH2Cl2 / 2.5 h / 20 °C
2.1: PPh3 / CH2Cl2 / 0.05 h / 0 °C
2.2: 84 percent / CH2Cl2 / 3 h / 0 °C
View Scheme
参考文献
Bulger, Paul G; Moloney, Mark G; Trippier, Paul C
Organic and biomolecular chemistry, 2003 , vol. 1, # 21 p. 3726 - 3737
反应条件
1: With toluene-4-sulfonic acid; RhH(CO)(triphenylphosphine)3
72 h; Heating / reflux;
2: With sodium hydroxide
T=250°C;
参考文献
Eastman Chemical Company
Patent: US6909019 B1, 2005 ;
Location in patent: Page/Page column 6 ;