(1R,4S)-2-氧代-7-氮杂双环[2.2.1]庚烷-7-羧酸叔丁酯合成路线 （共 72 条）
反应条件
1.1: 90 percent / NaBH4; CeCl3 / tetrahydrofuran; ethanol / 3 h / 20 °C 2.1: 90 percent / Jones' reagent / acetone / 5 h / 0 - 20 °C 3.1: (COCl)2 / 1,2-dichloro-ethane; dimethylformamide / 3 h / 20 °C 4.1: N-hydroxypyridine-2-thione; Et3N / tetrahydrofuran / 2 h / 20 °C 4.2: 83 mg / Bu3SnH / tetrahydrofuran / 4 h / 20 °C / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 13, # 6 p. 625 - 632
反应条件
1.1: 90 percent / Jones' reagent / acetone / 5 h / 0 - 20 °C 2.1: (COCl)2 / 1,2-dichloro-ethane; dimethylformamide / 3 h / 20 °C 3.1: N-hydroxypyridine-2-thione; Et3N / tetrahydrofuran / 2 h / 20 °C 3.2: 83 mg / Bu3SnH / tetrahydrofuran / 4 h / 20 °C / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 13, # 6 p. 625 - 632
反应条件
1.1: (COCl)2 / 1,2-dichloro-ethane; dimethylformamide / 3 h / 20 °C 2.1: N-hydroxypyridine-2-thione; Et3N / tetrahydrofuran / 2 h / 20 °C 2.2: 83 mg / Bu3SnH / tetrahydrofuran / 4 h / 20 °C / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 13, # 6 p. 625 - 632
反应条件
1.1: 87 percent / MeONa / methanol / 72 h / 20 °C 2.1: 90 percent / NaBH4; CeCl3 / tetrahydrofuran; ethanol / 3 h / 20 °C 3.1: 90 percent / Jones' reagent / acetone / 5 h / 0 - 20 °C 4.1: (COCl)2 / 1,2-dichloro-ethane; dimethylformamide / 3 h / 20 °C 5.1: N-hydroxypyridine-2-thione; Et3N / tetrahydrofuran / 2 h / 20 °C 5.2: 83 mg / Bu3SnH / tetrahydrofuran / 4 h / 20 °C / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 13, # 6 p. 625 - 632
反应条件
1.1: NaI; TMSCl / acetonitrile / 0.25 h / 0 °C 1.2: 57 percent / acetonitrile / 0.5 h / 20 °C 2.1: LioH / 2-methyl-propan-2-ol / 20 h / 90 °C 3.1: 12 percent aq. HCl / 5 h / 90 °C 4.1: Et3N / CH2Cl2 / 12 h / 35 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 11, # 12 p. 2525 - 2529
反应条件
1.1: 49 percent / CuCN*2LiCl / tetrahydrofuran; dimethylformamide / -30 - 20 °C 2.1: 97 percent / Et3N; DMAP 3.1: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C 4.1: 25 percent / formic acid / 0.17 h / 0 - 20 °C 5.1: ozone / CH2Cl2 / 0.17 h / -78 °C 5.2: 93 percent / dimethyl sulfide / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 49 p. 8629 - 8632
反应条件
1.1: 97 percent / Et3N; DMAP 2.1: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C 3.1: 25 percent / formic acid / 0.17 h / 0 - 20 °C 4.1: ozone / CH2Cl2 / 0.17 h / -78 °C 4.2: 93 percent / dimethyl sulfide / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 49 p. 8629 - 8632
反应条件
1.1: 25 percent / formic acid / 0.17 h / 0 - 20 °C 2.1: ozone / CH2Cl2 / 0.17 h / -78 °C 2.2: 93 percent / dimethyl sulfide / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 49 p. 8629 - 8632
反应条件
1.1: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C 2.1: 25 percent / formic acid / 0.17 h / 0 - 20 °C 3.1: ozone / CH2Cl2 / 0.17 h / -78 °C 3.2: 93 percent / dimethyl sulfide / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 49 p. 8629 - 8632
反应条件
1: 99 percent / tetrahydrofuran; H2O / 5 h / 20 °C 2: 95 percent / Na2CO3 / ethanol / 24 h / 30 °C 3: 94 percent / aq. 6N HCl / 14 h / Heating 4: 100 percent / CH3COCl / 12 h / 60 °C 5: 85 percent / DIEA / acetonitrile / 24 h / 50 °C 6: 91 percent / (COCl)2; DMSO / CH2Cl2 / 0.33 h / -78 °C 7: 83 percent / aq. LiOH / methanol / 12 h / 70 °C 8: (COCl)2 9: Et3N; N-methyl-2-chloropyridinium iodide / CH2Cl2 / 12 h / Heating 10: Bu3SnH / CH2Cl2 / 2 h / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 10, # 20 p. 3999 - 4007
