醋酸(Z)-11-十四烯酯合成路线 （共 59 条）
反应条件
tetrafluoroboric acid; 2,4,6-trimethylphenyl iodide; 3-chloro-benzenecarboperoxoic acid in dichloromethane; water; acetonitrile T=50°C; 10 h; Inert atmosphere;
参考文献
Miyamoto, Kazunori; Ochiai, Masahito; Sei, Yoshihisa; Yamaguchi, Kentaro
Journal of the American Chemical Society, 2009 , vol. 131, # 4 p. 1382 - 1383
反应条件
(i) MCPBA, (ii) Ph3PBr2, (iii) Zn, AcOH; Multistep reaction;
参考文献
Sonnet,P.E.; Oliver,J.E.
Journal of Organic Chemistry, 1976 , vol. 41, # 20 p. 3279 - 3283
反应条件
pyridine in dichloromethane
T=20°C; 12 h; Overall yield = 84 percent; Overall yield = 0.19 g;
参考文献
GRUBBS, ROBERT H.; HERBERT, MYLES B.; WICKENS, ZACHARY K.; MARX, VANESSA M.
Patent: US2013/231499 A1, 2013 ;
Location in patent: Paragraph 0191; 0192 ;
反应条件
pyridine in diethyl ether
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
in acetic acid
T=80°C; Yield given. Title compound not separated from byproducts;
参考文献
Macdonald, Timothy L.; Narayanan, Amirthalingam B.; O'Dell, Dale E.
Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1504 - 1506
反应条件
pyridine in dichloromethane
T=20°C; 12 h; Inert atmosphere; chemoselective reaction;
参考文献
Herbert, Myles B.; Marx, Vanessa M.; Pederson, Richard L.; Grubbs, Robert H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 1 p. 310 - 314
Angew. Chem., 2012 , vol. 125, # 1 p. 328 - 332,5
反应条件
Ni-P2/EDA
stereoselective reaction;
参考文献
Gansca, Lucia; Andreica, Adriana; Ciotlaus, Irina; Maxim, Sanda; Oprean, Ioan
Revue Roumaine de Chimie, 2011 , vol. 56, # 7 p. 705 - 709
反应条件
1: p-TsOH / diethyl ether
2: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature
3: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h
4: p-TsOH / methanol / 2 h / Heating
5: 95 percent / H2, quinoline / Lindlar catalyst / pentane / 1 h / -10 °C
6: 95 percent / pyridine / diethyl ether
View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature
2: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h
3: p-TsOH / methanol / 2 h / Heating
4: 95 percent / H2, quinoline / Lindlar catalyst / pentane / 1 h / -10 °C
5: 95 percent / pyridine / diethyl ether
View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h
2: p-TsOH / methanol / 2 h / Heating
3: 95 percent / H2, quinoline / Lindlar catalyst / pentane / 1 h / -10 °C
4: 95 percent / pyridine / diethyl ether
View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
