3-反-溴碳-2,2'-二甲基氧酸酯合成路线 （共 39 条）
反应条件
sodium tetrahydroborate in tetrahydrofuran; isopropyl alcohol 0.5 h;
参考文献
Garner, Philip; Park, Jung Min
Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2361 - 2364
反应条件
1: pentadec-1-yne With Schwartz's reagent in tetrahydrofuran T=20°C; 1 h; 2: (4S)-2,2-dimethyl-4-formyl-3-oxazolidine-carboxylic acid tert-butyl ester With zinc dibromide in tetrahydrofuran T=20°C; 24 h; 3: With sodium tetrahydroborate in tetrahydrofuran; methanol 0.5 h; Title compound not separated from byproducts;
参考文献
Murakami, Teiichi; Furusawa, Kiyotaka
Tetrahedron, 2002 , vol. 58, # 45 p. 9257 - 9263
反应条件
1: phenylacetylene With Schwartz's reagent in tetrahydrofuran T=20°C; 1 h; 2: (4S)-2,2-dimethyl-4-formyl-3-oxazolidine-carboxylic acid tert-butyl ester With zinc dibromide in tetrahydrofuran T=0 - 20°C; 24 h; 3: With sodium tetrahydroborate in tetrahydrofuran; methanol Title compound not separated from byproducts;
参考文献
Murakami, Teiichi; Furusawa, Kiyotaka
Tetrahedron, 2002 , vol. 58, # 45 p. 9257 - 9263
反应条件
1: 1.) PPh3, 2.) Et3N / 1) CH2Cl2, -20 deg C, 30 min; 2) CH2Cl2, -60 deg C, 30 min, rt, overnight 2: 5 percent / BuLi / tetrahydrofuran / 1) -78 deg C, 30 min; 2) -15 deg C, 15 min View Scheme
参考文献
Reginato, Gianna; Mordini, Alessandro; Caracciolo, Massimo
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6187 - 6192
反应条件
1: 88 percent / BF3*OEt2 / CH2Cl2 / 8 h / -80 °C 2: 60 percent / Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 4 h / Ambient temperature 3: pyridine / 3 h / Ambient temperature 4: dicyclohexane-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h 5: pyridine / 5 h / Ambient temperature 6: DIBALH / CH2Cl2 / 5 h / -80 °C 7: citric acid / methanol / 3 h / Ambient temperature 8: pyridine, DMAP / 5 h / Ambient temperature View Scheme
参考文献
Casiraghi, Giovanni; Colombo, Lino; Rassu, Gloria; Spanu, Pietro
Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6523 - 6527
反应条件
1: 88 percent / BF3*OEt2 / CH2Cl2 / 8 h / -80 °C 2: 60 percent / Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 4 h / Ambient temperature 3: pyridine / 3 h / Ambient temperature 4: dicyclohexane-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h 5: pyridine / 5 h / Ambient temperature View Scheme
参考文献
Casiraghi, Giovanni; Colombo, Lino; Rassu, Gloria; Spanu, Pietro
Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6523 - 6527
反应条件
1: 88 percent / BF3*OEt2 / CH2Cl2 / 8 h / -80 °C 2: pyridine / 3 h / Ambient temperature 3: dicyclohexane-18-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h 4: pyridine / 5 h / Ambient temperature 5: DIBALH / CH2Cl2 / 5 h / -80 °C 6: citric acid / methanol / 3 h / Ambient temperature 7: pyridine, DMAP / 5 h / Ambient temperature View Scheme
参考文献
Casiraghi, Giovanni; Colombo, Lino; Rassu, Gloria; Spanu, Pietro
Journal of the Chemical Society, Chemical Communications, 1991 , # 8 p. 603 - 604
反应条件
1: 1.) PPh3, 2.) Et3N / 1) CH2Cl2, -20 deg C, 30 min; 2) CH2Cl2, -60 deg C, 30 min, rt, overnight 2: 79 percent / BuLi / tetrahydrofuran / 1) -78 deg C, 30 min; 2) -15 deg C, 15 min 3: 65 percent / Amberlist IR-120 (PLUS) / methanol; H2O / 20 h / Ambient temperature View Scheme
参考文献
Reginato, Gianna; Mordini, Alessandro; Caracciolo, Massimo
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6187 - 6192
反应条件
1: 76 percent / nBuLi / tetrahydrofuran 2: 81 percent / oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / -78 - -45 °C View Scheme
参考文献
Nimkar; Menaldino; Merrill; Liotta
Tetrahedron Letters, 1988 , vol. 29, # 25 p. 3037 - 3040
反应条件
potassium hexamethylsilazane in tetrahydrofuran; toluene
参考文献
McKillop; Taylor; Watson; Lewis
Synthesis, 1994 , # 1 p. 31 - 33
