3-甲基-2-环戊烯-1-酮合成路线 （共 109 条）
反应条件
sodium tetrahydroborate; [TiO(acac)2] in acetonitrile
T=20°C; 0.166667 h;
参考文献
Zeynizadeh, Behzad; Yahyaei, Saiedeh
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 6 p. 699 - 703
反应条件
sodium tetrahydroborate in methanol
T=20°C; 0.333333 h; Inert atmosphere;
参考文献
Forkel, Nina V.; Henderson, David A.; Fuchter, Matthew J.
Green Chemistry, 2012 , vol. 14, # 8 p. 2129 - 2132
反应条件
1: 1-TMS-1-pentyne With diisobutylaluminium hydride in tetrahydrofuran; hexane
Inert atmosphereHeating;
2: 3-methylcyclopent-2-en-1-one With CuCl2·2H2O; C72H62Ag2N4O6S2 in tetrahydrofuran
T=22°C; 0.5 h; Inert atmosphereSealed vial; optical yield given as percent ee;
参考文献
May, Tricia L.; Dabrowski, Jennifer A.; Hoveyda, Amir H.
Journal of the American Chemical Society, 2011 , vol. 133, # 4 p. 736 - 739
反应条件
1: 1-TMS-1-pentyne; diisobutylaluminium hydride in tetrahydrofuran; hexane
Inert atmosphereHeating;
2: 3-methylcyclopent-2-en-1-one With CuCl2·2H2O; Ag2[(S,S)-C3N2H2Ph2(C6H2)(CH3)3(C6H4C6H4O)]2 in tetrahydrofuran
T=22°C; 0.5 h; Inert atmosphereSealed vial; optical yield given as percent ee;
参考文献
May, Tricia L.; Dabrowski, Jennifer A.; Hoveyda, Amir H.
Journal of the American Chemical Society, 2011 , vol. 133, # 4 p. 736 - 739
反应条件
1: 56 percent / Br2, Et3N / CCl4 / 1.) 0 deg C, 5 min, 2.) RT, 1.75 h
2: 89 percent / TsOH / benzene / 63 h / Heating; azeotropic removal of water
View Scheme
参考文献
Won, Young Chul; Kwon, Heon Yong; Lee, Bun Yeoul; Park, Young-Whan
Journal of Organometallic Chemistry, 2003 , vol. 677, # 1-2 p. 133 - 139
反应条件
bromine; toluene-4-sulfonic acid; triethylamine
1.) CCl4, 2.) benzene, reflux; Multistep reaction;
参考文献
Hua,D.H.; Venkataraman,S.; Yu-King,R.
Journal of the American Chemical Society, 1988 , vol. 110, p. 4741
反应条件
hydrogenchloride; n-Butyl nitrite in ethanol
参考文献
Novikov,V.L. et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1977 , vol. 26, # 11 p. 2442
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1977 , vol. 26, # 11 p. 2636 - 2637
反应条件
1: With 3,3-dimethyldioxirane in acetone
T=20°C; Epoxidation; 8 h;
2: With Amberlyst 15; sodium bromide in acetone
T=20°C; Bromination; 12 h;
参考文献
Righi, Giuliana; Bovicelli, Paolo; Sperandio, Anna
Tetrahedron Letters, 1999 , vol. 40, # 32 p. 5889 - 5892
反应条件
hydrogenchloride; N-bromosuccinmide; sulfuric acid
1.) 20 deg C, 1.5 h; 2.) CH2Cl2, r.t., 20 h; Yield given. Multistep reaction;
参考文献
Bliese, Marianne; Cristiano, Domenico; Tsanaktsidis, John
Australian Journal of Chemistry, 1997 , vol. 50, # 11 p. 1043 - 1045
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; copper(l) iodide; methyllithium; diisobutylaluminium hydride
1.) THF, ether, hexane, -50 degC, 2.) THF, ether, hexane, 0 deg C, 3 h; Yield given. Multistep reaction;
参考文献
Tsuda, Tetsuo; Satomi, Hiroshi; Hayashi, Toshio; Saegusa, Takeo
Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 439 - 443
