(7Z,9e)-7,9-乙酸十二二烯酯合成路线 （共 87 条）
反应条件
1: 1.) pyridine chlorochromate, 2.) fenozan-43 / 1.) CH2Cl2, RT, 1.5 h, 2.) CH2Cl2, Et2O, 140 deg C, 0.3 h
2: 64 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) RT, 12 h
3: 1.) 9-borabicyclo<3.3.1>nonane, 2.) AcONa, 30percent aq. H2O2 / 1.) THF, 10 deg C, 2 h, 2.) THF, 25 deg C, 2 h
4: pyridine / 24 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Sokol'skaya, O. V.; Ladenkova, I. M.; Gubaidullin, L. Yu.; et al.
Chemistry of Natural Compounds, 1993 , vol. 29, # 1 p. 123 - 127
Khimiya Prirodnykh Soedinenii, 1993 , # 1 p. 145 - 150
反应条件
1: 58 percent / PBr3, NEt3 / diethyl ether / a) -30 deg C, 1 h, b) 0 deg C, 1 h
2: 80 percent / methanol / 72 h / Ambient temperature
4: 1) Na/Hg, 2) pyridine, HOAc / 1) MeOH, EtOAc, -35 deg C, 5 h, 2) 0 deg C, overnight
View Scheme
参考文献
Kulkarni, S. M.; Mamdapur, V. R.; Chadha, M. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1208 - 1210
反应条件
1: 80 percent / methanol / 72 h / Ambient temperature
3: 1) Na/Hg, 2) pyridine, HOAc / 1) MeOH, EtOAc, -35 deg C, 5 h, 2) 0 deg C, overnight
View Scheme
参考文献
Kulkarni, S. M.; Mamdapur, V. R.; Chadha, M. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1208 - 1210
反应条件
1: 92 percent / LiAlH4 / diethyl ether
2: 92.0 percent Chromat. / pyridine
View Scheme
参考文献
Bestmann; Suess; Vostrowsky
1981 , vol. No. 12, p. 2117 - 2138
反应条件
1: LiAlH4 / diethyl ether
2: (i) TsCl, (ii) LiBr, DMF
3: (i) Li2CuCl4, (ii) TsOH, aq. MeOH
4: pyridine / Ambient temperature
View Scheme
参考文献
Descoins,C. et al.
Bulletin de la Societe Chimique de France, 1977 , p. 941 - 946
反应条件
4-(N,N-dimethlyamino)pyridine in diethyl ether
参考文献
Chrelashvili, Z. G.; Mavrov, M. V.; Dolidze, A. V.; Voronkov, A. P.; Serebryakov, E. P.
Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 734 - 736
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 766 - 768
反应条件
2: 1) BF3*Et2O; 2) FeCl3 / 1) Et2O
View Scheme
参考文献
Alexakis, A.; Jachiet, D.
Tetrahedron, 1989 , vol. 45, # 2 p. 381 - 390
反应条件
boron trifluoride diethyl etherate; iron(III) chloride
Yield given. Multistep reaction;
参考文献
Alexakis, A.; Jachiet, D.
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 217 - 218
反应条件
iron(III) chloride
T=-10°C; 0.166667 h; Title compound not separated from byproducts;
参考文献
Daradics, L.; Oprean, I.; Hodosan, F.; Serban, N.
Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 3 p. 457 - 461
反应条件
2: 62 percent / pyridine
View Scheme
参考文献
Cassani, G.; Massardo, P.; Piccardi, P.
Tetrahedron Letters, 1983 , vol. 24, # 24 p. 2513 - 2516
