2,3-二甲基-2-环戊烯酮合成路线 （共 9 条）
反应条件
sodium azide; trifluoroacetic acid Beckmann rearrangement; 15 h; Heating;
参考文献
Kawanaka, Yasufumi; Kobayashi, Kaoru; Kusuda, Shinya; Tatsumi, Tadashi; Murota, Masayuki; Nishiyama, Toshihiko; Hisaichi, Katsuya; Fujii, Atsuko; Hirai, Keisuke; Nishizaki, Minoru; Naka, Masao; Komeno, Masaharu; Nakai, Hisao; Toda, Masaaki
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 5 p. 689 - 702
反应条件
1: H2 / Pd-C / ethanol 2: Na / ethanol View Scheme
参考文献
Varech,D. et al.
Bulletin de la Societe Chimique de France, 1965 , p. 1662 - 1669
反应条件
1: 2-methyl-3-methyl-2-cyclopentenone With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1.5 h; 2: methyl iodide in tetrahydrofuran; hexane T=20°C; Overall yield = 27 percent; Overall yield = 68 mg;
参考文献
Citron, Christian A.; Rabe, Patrick; Dickschat, Jeroen S.
Journal of Natural Products, 2012 , vol. 75, # 10 p. 1765 - 1776
反应条件
1.1: CuBr*SMe2; hexamethylphosphorotriamide / tetrahydrofuran / 0.5 h / -78 °C 1.2: tetrahydrofuran / 1 h / -78 °C 1.3: 94 percent / triethylamine / tetrahydrofuran / -78 - 20 °C 2.1: 1 percent / oxygen; palladium(II) acetate / dimethylsulfoxide / 20 h / 45 °C / 760.05 Torr View Scheme
参考文献
Toyota, Masahiro; Ilangovan, Andivelu; Okamoto, Rei; Masaki, Tomohito; Arakawa, Makoto; Ihara, Masataka
Organic Letters, 2002 , vol. 4, # 24 p. 4293 - 4296
反应条件
lithium diisopropyl amide in tetrahydrofuran
T=-78°C;
参考文献
Mikolajczyk; Grzejszczak; Lyzwa
Tetrahedron Letters, 1982 , vol. 23, # 21 p. 2237 - 2240
反应条件
1: 2-methyl-3-methyl-2-cyclopentenone With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1.5 h;
2: methyl iodide in tetrahydrofuran; hexane
T=20°C; Overall yield = 27 percent; Overall yield = 68 mg;
参考文献
Citron, Christian A.; Rabe, Patrick; Dickschat, Jeroen S.
Journal of Natural Products, 2012 , vol. 75, # 10 p. 1765 - 1776
反应条件
1: 33 percent / conc. aq. HCl / ethanol / 4 h / Heating
2: methanol / 20 h / Ambient temperature
3: 5percent aq, NaHCO3 / CH2Cl2 / 2 h / Ambient temperature
4: NaBH4 / ethanol / 3 h / 0 °C
View Scheme
参考文献
Tonari Machiya Ichimoto; Ueda
Agricultural and Biological Chemistry, 1981 , vol. 45, # 1 p. 295 - 300
反应条件
(i) LDA, HMPT, THF, (ii) /BRN= 969135/; Multistep reaction;
参考文献
Toder,B.H. et al.
Synthetic Communications, 1975 , vol. 5, p. 435 - 439
反应条件
1: EtONa / ethanol / 1.) -10 deg C, 1 h, 2.) -10 deg C -> room temperature, 24 h
2: 38 percent / NaH, CH2O gas / tetrahydrofuran / 0.08 h / -10 °C
View Scheme
参考文献
Newton, Roger F.; Reynolds, Derek P.
Synthetic Communications, 1981 , vol. 11, # 7 p. 527 - 532
