顺,顺-1,5-环辛二烯合成路线 (共 287 条)
反应条件
1: 74 percent / Et3N, PhNCO
2: 89 percent / γ-MnO2 / benzene / Heating
3: 96 percent / m-CPBA / CHCl3 / 0 °C
4: 96 percent / H5IO6 / H2O / 0.33 h / 85 °C / pH=7.1
5: 97 percent / tetrahydrofuran / 12 h / 25 °C
6: 99 percent / H2, Et3N / 5percent Rh/C / ethanol / 30 h / 3040 Torr
View Scheme
参考文献
Williams, Peter D.; LeGoff, Eugene
Heterocycles, 1984 , vol. 22, # 2 p. 269 - 270
反应条件
sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate
1) THF, 25 deg C, 24 h, 2) THF; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Barluenga,J.; Perez-Prieto,J.
Tetrahedron, 1984 , vol. 40, p. 1199
反应条件
(i) BH3, THF, (ii) β-pinene, (iii) /BRN= 4174178/, (iv) MeSOCl; Multistep reaction;
参考文献
Naruse,M. et al.
Tetrahedron, 1974 , vol. 30, p. 2159 - 2163
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine
1.) pentane, hexane, a) RT, overnight, b) reflux, 24 h, 2.) pentane, hexane, RT, overnight; Yield given. Multistep reaction;
参考文献
Le Roy, Jennifer J.; Jeletic, Matthew; Gorelsky, Serge I.; Korobkov, Ilia; Ungur, Liviu; Chibotaru, Liviu F.; Murugesu, Muralee
Journal of the American Chemical Society, 2013 , vol. 135, # 9 p. 3502 - 3510
反应条件
dihydrogen peroxide; WO3 mesoporous catalyst in tert-butyl alcohol
T=60°C; 24 h; Product distribution; Further Variations:Catalysts;
参考文献
Gao, Ruihua; Yang, Xinli; Dai, Wei-Lin; Le, Yingyi; Li, Hexing; Fan, Kangnian
Journal of Catalysis, 2008 , vol. 256, # 2 p. 259 - 267
反应条件
5: N(C2H5)3
View Scheme
参考文献
Meier, Herbert; Echter, Toni
Angewandte Chemie, 1982 , vol. 94, # 1 p. 68
反应条件
NHCO3 in tetrahydrofuran
48 h; Ambient temperature;
参考文献
Barluenga, Jose; Bayon, Ana M.; Perez-Prieto, Julia; Asensio, Gregorio
Tetrahedron, 1984 , vol. 40, # 24 p. 5053 - 5062
反应条件
sodium hydroxide; sodium tetrahydroborate; mercury(II) tetrafluoroborate
1) DMF, 0 deg C, 0.25 h, 2) DMF; Yield given. Multistep reaction;
参考文献
Barluenga,J.; Perez-Prieto,J.
Tetrahedron, 1984 , vol. 40, p. 1199
反应条件
sodium hydroxide; sodium tetrahydroborate; mercury dichloride
1) THF, 25 deg C, 48 h, 2) THF; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Barluenga,J.; Perez-Prieto,J.
Tetrahedron, 1984 , vol. 40, p. 1199
反应条件
sodium tetrahydroborate; ozone in methanol; CH2Cl2/MeOH; toluene
参考文献
Massachusetts Institute of Technology
Patent: US6579725 B1, 2003 ;