4,4a,5,6,7,8-六氢-1,4a-二甲基萘-2(3H)-酮合成路线 （共 29 条）
反应条件
naphthalene-2-sulphonic acid in benzene
90 h; Heating;
参考文献
Heathcock, Clayton H.; Mahaim, Cyril; Schlecht, Matthew F.; Utawanit, Thanin
Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3264 - 3274
反应条件
1: 1) LDA / 1) THF, hexane, 20 deg C, 3 h; 2) -78 deg C, then 1.5 h to 20 deg C
2: 91 percent / 8percent KOH / ethanol / 0.17 h / 25 °C
View Scheme
参考文献
Ziegler, Frederick E.; Hwang, Ki-Jun
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3349 - 3351
反应条件
potassium tert-butylate
参考文献
Stork,G.; Ganem,B.
Journal of the American Chemical Society, 1973 , vol. 95, p. 6152 - 6153
反应条件
1: 1.4 g / Hg(OAc)2, BF3*Et2O / acetic acid / 1.5 h / Ambient temperature
2: 10percent aqueous KOH / methanol / 2 h / Heating
View Scheme
参考文献
Heathcock, Clayton H.; Mahaim, Cyril; Schlecht, Matthew F.; Utawanit, Thanin
Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3264 - 3274
反应条件
sodium methylate in tetrahydrofuran; methanol
T=0°C; 16 h; Further byproducts given;
参考文献
Nussbaumer, Cornelius
Helvetica Chimica Acta, 1990 , vol. 73, # 6 p. 1621 - 1636
反应条件
lithium diisopropyl amide in tetrahydrofuran; hexane
T=0°C; 4 h; Yield given. Further byproducts given. Yields of byproduct given;
参考文献
Nussbaumer, Cornelius
Helvetica Chimica Acta, 1990 , vol. 73, # 6 p. 1621 - 1636
反应条件
potassium hydroxide in methanol
2 h; Heating; Yield given;
参考文献
Heathcock, Clayton H.; Mahaim, Cyril; Schlecht, Matthew F.; Utawanit, Thanin
Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3264 - 3274
反应条件
1: 41 percent / boron trifluoride-etherate / CH2Cl2; diethyl ether / 3 h / -78 °C
2: 68 percent / KOH / ethanol / 1 h / 20 °C
View Scheme
参考文献
Duhamel, P.; Hennequin, L.; Poirier, J. M.; Tavel, G.; Vottero, C.
Tetrahedron, 1986 , vol. 42, # 17 p. 4777 - 4786
反应条件
1: 41 percent / boron trifluoride-etherate / CH2Cl2; diethyl ether / 3 h / -78 °C
2: 68 percent / KOH / ethanol / 1 h / 20 °C
View Scheme
参考文献
Duhamel, P.; Hennequin, L.; Poirier, J. M.; Tavel, G.; Vottero, C.
Tetrahedron, 1986 , vol. 42, # 17 p. 4777 - 4786
反应条件
1: LDA / tetrahydrofuran / 5 h / 0 °C
2: 1) reduction, 2) Jones oxidation
3: 15 percent Chromat. / 0.2 M pyrrolidine, AcOH / tetrahydrofuran / 2 h / Heating
View Scheme
参考文献
Nussbaumer, Cornelius
Helvetica Chimica Acta, 1990 , vol. 73, # 6 p. 1621 - 1636
