4-[3,6-二氢-6-羟基-5-[4-甲基-6-(2,6,6-三甲基-1-环己烯-1-基)-3-己烯基]-2H-吡喃-2-基]-5-羟基-2(5H)-呋喃酮合成路线 (共 40 条)
反应条件
2: O2, rose bengal / CH2Cl2; methanol / -78 °C / Irradiation 3: 2N hydrochloric acid / tetrahydrofuran / 2 h / Ambient temperature 4: Irradiation View Scheme
参考文献
Tetrahedron Letters, , vol. 26, # 47 p. 5827 - 5830
反应条件
2: 95 percent / diisobutylaluminium hydride / CH2Cl2 3: DMAP, Et3N / CH2Cl2 / 0.5 h / 0 °C 4: LiCl / dimethylformamide / 0.5 h / 0 °C 6: O2, rose bengal / CH2Cl2; methanol / -78 °C / Irradiation 7: 2N hydrochloric acid / tetrahydrofuran / 2 h / Ambient temperature 8: Irradiation View Scheme
参考文献
Tetrahedron Letters, , vol. 26, # 47 p. 5827 - 5830
反应条件
1: DMAP, Et3N / CH2Cl2 / 0.5 h / 0 °C 2: LiCl / dimethylformamide / 0.5 h / 0 °C 4: O2, rose bengal / CH2Cl2; methanol / -78 °C / Irradiation 5: 2N hydrochloric acid / tetrahydrofuran / 2 h / Ambient temperature 6: Irradiation View Scheme
参考文献
Tetrahedron Letters, , vol. 26, # 47 p. 5827 - 5830
反应条件
1: 52 percent / BF3*OEt2 / CH2Cl2 / -55 °C 2: 1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH View Scheme
参考文献
Tetrahedron Letters, , vol. 27, # 38 p. 4533 - 4536
反应条件
1: 95 percent / diisobutylaluminium hydride / CH2Cl2 2: DMAP, Et3N / CH2Cl2 / 0.5 h / 0 °C 3: LiCl / dimethylformamide / 0.5 h / 0 °C 5: O2, rose bengal / CH2Cl2; methanol / -78 °C / Irradiation 6: 2N hydrochloric acid / tetrahydrofuran / 2 h / Ambient temperature 7: Irradiation View Scheme
参考文献
Tetrahedron Letters, , vol. 26, # 47 p. 5827 - 5830
反应条件
1: 1.) Mg, I2 / 1.) THF, 50 deg C, 30 min, 2.) THF, r.t., 2 h; reflux, 1.5 h 2: LiBr, ZnBr2, PBr3 / tetrahydrofuran / 5 h / -60 °C 3: LDA, DMPU / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) -78 deg C, 5 h 4: AcOH, NaOAc, H2O / diethyl ether / 1 h 5: 100 percent / Et3N / benzene / 0.5 h / 0 °C 6: Me3Al/AlCl3 / benzene; tetrahydrofuran; toluene / 2 h / Ambient temperature 7: H2O, SiO2 8: 55 percent / benzene / 0 °C / Irradiation 9: TFA / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 9 p. 1367 - 1371
反应条件
1: 100 percent / Et3N / benzene / 0.5 h / 0 °C 2: Me3Al/AlCl3 / benzene; tetrahydrofuran; toluene / 2 h / Ambient temperature 3: H2O, SiO2 4: 55 percent / benzene / 0 °C / Irradiation 5: TFA / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 9 p. 1367 - 1371
反应条件
1: LDA, DMPU / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) -78 deg C, 5 h 2: AcOH, NaOAc, H2O / diethyl ether / 1 h 3: 100 percent / Et3N / benzene / 0.5 h / 0 °C 4: Me3Al/AlCl3 / benzene; tetrahydrofuran; toluene / 2 h / Ambient temperature 5: H2O, SiO2 6: 55 percent / benzene / 0 °C / Irradiation 7: TFA / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 9 p. 1367 - 1371
反应条件
1: 98 percent / diethyl ether / 1 h / Ambient temperature 2: 1.) BuLi; 2.) ammonium chloride solution / tetrahydrofuran / 0 - 50 °C / 1.) THF, 0-50 deg C, 2 h; 2.) THF, 0 deg C 3: 49 percent / ethylmagnesium bromide / benzene; diisopropyl ether / 120 h / Heating 4: 48 percent / tetra-n-propylammmonium perruthenate, crushed 3 Angstroem molecular sieves, N-methylmorpholine N-oxide / CH2Cl2 / 3 h / Ambient temperature 5: 40 percent / O2, Rose Bengal, (i-Pr)2NEt / CH2Cl2 / 2 h / -80 °C / Irradiation 6: 60 percent / benzene / 3 h / 0 °C / Irradiation View Scheme
参考文献
Tetrahedron, , vol. 50, # 29 p. 8793 - 8808
反应条件
1: 91 percent / sulfenylation of the dilithio-derivative 2: 1.) n-BuLi / 1.) THF, -78 deg C, 1h, then 0 deg C, 2h, 2.) 0 deg C, 18h 3: Raney Ni / ethanol / 16 h 4: barium permanganate / CH2Cl2 / 16 h 6: O2, rose bengal / CH2Cl2; methanol / -78 °C / Irradiation 7: 2N hydrochloric acid / tetrahydrofuran / 2 h / Ambient temperature 8: Irradiation View Scheme
参考文献
Tetrahedron Letters, , vol. 26, # 47 p. 5827 - 5830