(1S-反式)-2-[(苯甲氧基)甲基]-3-环戊烯-1-醇合成路线 (共 23 条)
反应条件
1: in tetrahydrofuran; N,N-dimethyl-formamide T=-40°C; 0.25 h; 2: With dIpc2BH in tetrahydrofuran T=-10°C; 48 h; 3: With sodium hydroxide; dihydrogen peroxide T=20°C; 12 h; Further stages.;
参考文献
Woll, Matthew G.; Fisk, John D.; LePlae, Paul R.; Gellman, Samuel H.
Journal of the American Chemical Society, 2002 , vol. 124, # 42 p. 12447 - 12452
反应条件
(-)-diisopinan-3-ylborane in tetrahydrofuran 1.) -60 deg C, 1 h; 2.) 5 deg C, 18 h;
参考文献
Biggadike, Keith; Borthwick, Alan D.; Evans, Derek; Exall, Anne M.; Kirk, Barrie E.; et al.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 549 - 554
反应条件
1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
sodium hydroxide; dihydrogen peroxide; sodium in tetrahydrofuran; petroleum ether-ether; mineral oil
反应条件
1: cyclopenta-1,3-diene With sodium hydride in tetrahydrofuran T=0°C; 1 h; 2: chloromethyl benzyl ether in tetrahydrofuran T=-60°C; 2 h; Further stages;
参考文献
Nasr, Tamer; Taniguchi, Yosuke; Takaki, Tomoko; Okamura, Hidenori; Sasaki, Shigeki
Nucleosides, Nucleotides and Nucleic Acids, 2012 , vol. 31, # 12 p. 841 - 860
反应条件
1.1: 85 percent / NaH / dimethylformamide 2.1: 80 percent / lithium bistrimethylsilylamide / tetrahydrofuran / 20 °C 3.1: 1,1'-thiocarbonyldiimidazole / tetrahydrofuran 3.2: nBu3SnH; AIBN / toluene / Heating 3.3: DDQ / CH2Cl2; H2O View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742
反应条件
1.1: 80 percent / lithium bistrimethylsilylamide / tetrahydrofuran / 20 °C 2.1: 1,1'-thiocarbonyldiimidazole / tetrahydrofuran 2.2: nBu3SnH; AIBN / toluene / Heating 2.3: DDQ / CH2Cl2; H2O View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742
反应条件
1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
1: tetrahydrofuran / -78 - -65 °C 2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 2 p. 127 - 132
反应条件
1: With 1,1'-carbonothioylbis-1H-imidazole in tetrahydrofuran 2: With 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene Heating; 3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane; water Further stages. Title compound not separated from byproducts.;
参考文献
Tetrahedron Letters, , vol. 45, # 4 p. 739 - 742