1-溴-3-甲基-2-丁烯合成路线 （共 689 条）
反应条件
1: 1.) MeLi, 2.) HMPA, 3.) CSA 2: 49 percent / Et3N / CH2Cl2 / 0.25 h / 0 °C 3: 95 percent / H2 / 10percent Pd/C / tetrahydrofuran / 24 h / 760 Torr 4: 1.) MsCl, Et3N, 2.) TBAF / 1.) CH2Cl2, 0 deg C, 30 min, 2.) CH2Cl2, THF, RT, 15 h View Scheme
参考文献
Friesen; Giroux
Canadian Journal of Chemistry, 1994 , vol. 72, # 8 p. 1857 - 1865
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) hexane, -78 deg C; Yield given. Multistep reaction;
参考文献
Carpita, Adriano; Bonaccorsi, Fabrizio; Rossi, Renzo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5193 - 5196
反应条件
in toluene T=110°C; Inert atmosphere;
参考文献
Coulombel, Lydie; Weiwer, Michel; Dunach, Elisabet
European Journal of Organic Chemistry, 2009 , # 33 p. 5788 - 5795
反应条件
1: NaBH4 / ethanol / 2 h / 15 - 20 °C 2: H2O2 / 2 h / 15 - 20 °C / var. oxidants and time. View Scheme
参考文献
Claisen
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 105, p. 72
Chemische Berichte, 1925 , vol. 58, p. 279 Anm. 15
反应条件
indium; oxygen 1.) DMF, 1 h, RT, 2.) room temperature, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Araki, Shuki; Shimizu, Toshio; Johar, Perminder S.; Jin, Shun-Ji; Butsugan, Yasuo
Journal of Organic Chemistry, 1991 , vol. 56, # 7 p. 2538 - 2542
参考文献
Claisen
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 105, p. 72
Chemische Berichte, 1925 , vol. 58, p. 279 Anm. 15
参考文献
Reichstein
Chemische Berichte, 1930 , vol. 63, p. 749,753
参考文献
Claisen
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 105, p. 72
Chemische Berichte, 1925 , vol. 58, p. 279 Anm. 15
反应条件
1: prenyl bromide With iodine; magnesium in diethyl ether T=-20°C; Inert atmosphere; 2: With boric acid trimethyl ester in tetrahydrofuran T=-78 - 20°C; 3: 2,3-dimethylbutane-2,3-diol With acetic acid in tetrahydrofuran T=20°C;
参考文献
Gerbino, Dario C.; Mandolesi, Sandra D.; Schmalz, Hans-Guenther; Podesta, Julio C.
European Journal of Organic Chemistry, 2009 , # 23 p. 3964 - 3972
反应条件
lithium bis((trifluoromethyl)sulfonyl)amide in tetrahydrofuran byproducts: HBr; Electrolysis; allyl bromide (1 mmol) and pinacolborane (3 mmol) added to THF containing 0.7 M (CF3SO2)2NLi under N2; electrolyzed with Al anode and Ni cathode(room temp., const. c.d. of 0.15 A/dm2) to 2-3 F/mol; evapd. (vac.); hydrolyzed with H2O; extd. with Et2O; org. phase washed with H2O and satd. aq. NaCl; dried over MgSO4; concd. (vac.); pyrified bycolumn chromy. (silica-gel, petroleum ether-Et2O);
参考文献
Godeau, Julien; Pintaric, Christine; Olivero, Sandra; Dunach, Elisabet
Electrochimica Acta, 2009 , vol. 54, # 22 p. 5116 - 5119
