Inhoffen Lythgoe diol合成路线 （共 42 条）
反应条件
2: 82 percent / H2 / 10percent Rh/C / ethyl acetate / 735.5 Torr 3: 57 percent / trifluoroperacetic acid, disodium hydrogen phosphate / CH2Cl2 / 1.) 0 deg C, 1 h; 2.) RT, 30 h 4: 80 percent / iodotrimethylsilane / CCl4 / 5 h / Ambient temperature 5: 97 percent / pyridinium chlorochromate; / CH2Cl2 / 2.5 h / Ambient temperature 6: 87 percent / 25percent NaOMe / methanol / 3.5 h 7: t-BuOK / tetrahydrofuran / 63 h / Ambient temperature 8: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 9: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 97 percent / pyridinium chlorochromate; / CH2Cl2 / 2.5 h / Ambient temperature 2: 87 percent / 25percent NaOMe / methanol / 3.5 h 3: t-BuOK / tetrahydrofuran / 63 h / Ambient temperature 4: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 5: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 87 percent / 25percent NaOMe / methanol / 3.5 h 2: t-BuOK / tetrahydrofuran / 63 h / Ambient temperature 3: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 4: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 80 percent / iodotrimethylsilane / CCl4 / 5 h / Ambient temperature 2: 97 percent / pyridinium chlorochromate; / CH2Cl2 / 2.5 h / Ambient temperature 3: 87 percent / 25percent NaOMe / methanol / 3.5 h 4: t-BuOK / tetrahydrofuran / 63 h / Ambient temperature 5: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 6: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 2: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 57 percent / trifluoroperacetic acid, disodium hydrogen phosphate / CH2Cl2 / 1.) 0 deg C, 1 h; 2.) RT, 30 h 2: 80 percent / iodotrimethylsilane / CCl4 / 5 h / Ambient temperature 3: 97 percent / pyridinium chlorochromate; / CH2Cl2 / 2.5 h / Ambient temperature 4: 87 percent / 25percent NaOMe / methanol / 3.5 h 5: t-BuOK / tetrahydrofuran / 63 h / Ambient temperature 6: 70 percent / 0.813M BF3*Et2O / CH2Cl2 / 2 h 7: 77 percent / H2 / 5 percent Pd/C / ethyl acetate / 735.5 Torr View Scheme
参考文献
Tetrahedron, , vol. 40, # 12 p. 2283 - 2296
反应条件
1: 1.) ozone, 2.) NaBH4 / 1.) MeOH, pyridine, CH2Cl2, -78 deg C, 1 h, 2.) RT, 12 h 2: 95 percent / 48percent aq. HF / acetonitrile / 1.5 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 51, # 8 p. 1269 - 1272
反应条件
1: 83.3 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 2: 1.) Pb(OAc)4, 2.) NaAlH2(OCH2CH2OCH3)2 / 1.) CH2Cl2, -15 deg C, 15 min, 2.) toluene, RT, 2 h 3: 93 percent / imidazole / CH2Cl2; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h 4: 1.) ozone, 2.) NaBH4 / 1.) MeOH, pyridine, CH2Cl2, -78 deg C, 1 h, 2.) RT, 12 h 5: 95 percent / 48percent aq. HF / acetonitrile / 1.5 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 51, # 8 p. 1269 - 1272
反应条件
1: 1.) Pb(OAc)4, 2.) NaAlH2(OCH2CH2OCH3)2 / 1.) CH2Cl2, -15 deg C, 15 min, 2.) toluene, RT, 2 h 2: 93 percent / imidazole / CH2Cl2; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h 3: 1.) ozone, 2.) NaBH4 / 1.) MeOH, pyridine, CH2Cl2, -78 deg C, 1 h, 2.) RT, 12 h 4: 95 percent / 48percent aq. HF / acetonitrile / 1.5 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 51, # 8 p. 1269 - 1272
反应条件
1: 96 percent / Ph3P, imidazole, I2 / tetrahydrofuran / -20 deg C, 15 min then RT, 1.5 h 2: 90 percent / PDC / CH2Cl2 / 6 h / Ambient temperature 3: 92 percent / LDA / tetrahydrofuran / 2 h / -78 °C 4: 65 percent / CuI, Zn / ethanol; H2O / 0.67 h / sonication View Scheme
参考文献
Sestelo, Jose Perez; Mascarenas, Jose L.; Castedo, Luis; Murino, Antonio
Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 118 - 123
