5-苯基-4-戊烯-2-酮合成路线 （共 29 条）
反应条件
H(+); H2O in N,N-dimethyl-formamide
25-60°C;
参考文献
Hegedus, L. S.; Stiverson, R. K.
Journal of the American Chemical Society, 1974 , vol. 96, p. O325 - O3254
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Gmelin Handbook: Ni: Org.Verb.2, 2.3.1.7, page 305 - 310
反应条件
1: t-BuOK / tetrahydrofuran / Ambient temperature
2: tetrahydrofuran / Ambient temperature
3: H2O / pTSA / acetone / 50 °C
View Scheme
参考文献
Sutter
Tetrahedron Letters, 1989 , vol. 30, # 40 p. 5417 - 5420
反应条件
1: tetrahydrofuran / Ambient temperature
2: H2O / pTSA / acetone / 50 °C
View Scheme
参考文献
Sutter
Tetrahedron Letters, 1989 , vol. 30, # 40 p. 5417 - 5420
反应条件
acetonitrile
1.) THF, 0 deg C, 20 min, 2.) THF, irradiation, 0 deg C, 2 h; Yield given. Multistep reaction;
参考文献
Chang, Seok; Yoon, Jaeyon; Brookbart, Maurice
Journal of the American Chemical Society, 1994 , vol. 116, # 5 p. 1869 - 1879
反应条件
1: With 9-amino(9-deoxy)epiquinidine tri(trichloroacetic acid); dihydrogen peroxide in 1,4-dioxane; water
T=50°C; 36 h;
2: With sodium hydroxide in tetrahydrofuran; 1,4-dioxane; diethyl ether; water
T=20°C; 12 h; enantioselective reaction;
参考文献
Lifchits, Olga; Mahlau, Manuel; Reisinger, Corinna M.; Lee, Anna; Fares, Christophe; Polyak, Iakov; Gopakumar, Gopinadhanpillai; Thiel, Walter; List, Benjamin
Journal of the American Chemical Society, 2013 , vol. 135, # 17 p. 6677 - 6693
反应条件
1.1: n-BuLi / tetrahydrofuran / -78 °C
1.2: 34 percent / PdCl2(PPh3)2 / tetrahydrofuran / -78 - 20 °C
2.1: petroleum ether; CH2Cl2
View Scheme
参考文献
Drahonovsky, Dusan; Borgo, Vincent; Dvorak, Dalimil
Tetrahedron Letters, 2002 , vol. 43, # 44 p. 7867 - 7869
反应条件
1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min.; 2.) THF, 2 h, r.t.
2: 94 percent / BF3*OEt3 / CHCl3 / 0.25 h / 0 °C
View Scheme
参考文献
Sato, Tadashi; Kikuchi, Toshihiro; Tsujita, Hiroshi; Kaetsu, Atsushi; Sootome, Norio; Nishida, Ken-Ichiro; Tachibana, Kazutaka; Murayama, Eigoro
Tetrahedron, 1991 , vol. 47, # 20-21 p. 3281 - 3304
反应条件
1: hydrogen peroxide, NaOH
2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min.; 2.) THF, 2 h, r.t.
3: 94 percent / BF3*OEt3 / CHCl3 / 0.25 h / 0 °C
View Scheme
参考文献
Sato, Tadashi; Kikuchi, Toshihiro; Tsujita, Hiroshi; Kaetsu, Atsushi; Sootome, Norio; Nishida, Ken-Ichiro; Tachibana, Kazutaka; Murayama, Eigoro
Tetrahedron, 1991 , vol. 47, # 20-21 p. 3281 - 3304
反应条件
2: 4.47 g / LiAlH4 / tetrahydrofuran / 1.) 0 deg C, 2.) reflux, 3-5 h
3: 92 percent / CrO3, pyridine / CH2Cl2 / 3 h
View Scheme
参考文献
Bowers, Kevin G.; Mann, John; Walsh, E. Brian; Howarth, Oliver W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 1657 - 1666
反应条件
(i) Ni(CO)4, (ii) /BRN= 1903529/; Multistep reaction;
参考文献
Hegedus,L.S.; Stiverson,R.K.
Journal of the American Chemical Society, 1974 , vol. 96, p. 3250 - 3254
