(1alpha,4alpha,4aalpha,9aalpha)-1,4,4a,9a-四氢-4a-甲基-1,4-甲桥蒽-9,10-二酮合成路线 (共 7 条)
反应条件
in benzene T=80°C; other temperatures, other solvents, ΔH(excit.), ΔS(excit.); KineticsThermodynamic data;
参考文献
Rispens, Theo; Engberts, Jan B. F. N.
Journal of Physical Organic Chemistry, 2005 , vol. 18, # 8 p. 725 - 736
反应条件
in benzene T=80°C; other temperatures, other solvents, ΔH(excit.), ΔS(excit.); KineticsThermodynamic data;
参考文献
Tetrahedron, , vol. 48, # 9 p. 1667 - 1674
反应条件
1: 1,4,4a,9a-tetrahydro-4a-methyl-(1α,4α,4aα,9aα)-1,4-methanoanthracene-9,10-dione With potassium tert-butylate in tetrahydrofuran T=-3 - 0°C; 0.5 h; 2: (Z/E)-1-chloro-phyt-2-ene in tetrahydrofuran T=0°C; 1.5 h; 3: With dodecyl trimethyl ammonium bromide in acetic acid T=90°C; retro-Diels-Alder reaction; 0.25 h; Title compound not separated from byproducts;
参考文献
Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong; Tu, Guang-Zhong; Xu, Li; He, Lin-Tao
Synthetic Communications, 2003 , vol. 33, # 5 p. 763 - 772
反应条件
1: 1,4,4a,9a-tetrahydro-4a-methyl-(1α,4α,4aα,9aα)-1,4-methanoanthracene-9,10-dione With potassium tert-butylate in tetrahydrofuran T=-3 - 0°C; 0.5 h; 2: phytyl bromide in tetrahydrofuran T=0°C; 1.5 h; 3: With dodecyl trimethyl ammonium bromide in acetic acid T=90°C; retro-Diels-Alder reaction; 0.25 h; Title compound not separated from byproducts;
参考文献
Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong; Tu, Guang-Zhong; Xu, Li; He, Lin-Tao
Synthetic Communications, 2003 , vol. 33, # 5 p. 763 - 772
反应条件
dodecyl trimethyl ammonium bromide in acetic acid
T=20°C; Diels-Alder reaction; 5 h;
参考文献
Ji, Ya-Fei; Zong, Zhi-Min; Wei, Xian-Yong; Tu, Guang-Zhong; Xu, Li; He, Lin-Tao
Synthetic Communications, 2003 , vol. 33, # 5 p. 763 - 772
反应条件
in dichloromethane
T=25°C; Diels-Alder reaction; 0.166667 h;
参考文献
Redondo, Maria C.; Veguillas, Marcos; Ribagorda, Maria; Carreno, M. Carmen
Angewandte Chemie - International Edition, 2009 , vol. 48, # 2 p. 370 - 374
反应条件
zirconium in dichloromethane
10 h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Keshavaraja, Alive; Hegde, Vishnumurthy R.; Pandey, Bipin; Ramaswamy, Arumugamangalam V.; Kumar, Pradeep; Ravindranathan, T.
Angewandte Chemie, 1995 , vol. 107, # 19 p. 2333 - 2336