1,3,3-三甲基-7-氧杂双环[4.1.0]庚烷-2-甲腈合成路线 (共 3 条)
反应条件
1.1: 96.5 percent / LDA / tetrahydrofuran / -40 - 20 °C 2.1: 66 percent / pyridinium chlorochromate / CH2Cl2 / 0 - 20 °C 3.1: p-toluenesulfonic acid; trimethyl orthoformate 3.2: 89 percent / HCl / acetone 4.1: 72 percent / DIBAL-H / petroleum ether / 1 h / -60 - 20 °C 5.1: nBuLi / tetrahydrofuran / -20 °C 5.2: 79 percent / tetrahydrofuran / 1 h / 0 - 20 °C 6.1: 52 percent / DIBAL-H / petroleum ether / -80 - -20 °C 7.1: 97 percent / HCl / acetone; H2O 8.1: LDA / tetrahydrofuran / 0.17 h / -20 °C 8.2: 69 percent / (+)-(8,8-dichlorocamphorsulfonyl)oxaziridine / tetrahydrofuran / 1.25 h / -20 - 20 °C 9.1: HBr / CH2Cl2 / 0 °C 10.1: 1,2-epoxybutane / ethyl acetate / 24 h / 20 °C 11.1: 55 percent / various solvent(s) / 20 h / 63 °C View Scheme
参考文献
Jansen, Frans Jos H. M.; Lugtenburg, Johan
European Journal of Organic Chemistry, 2000 , # 5 p. 829 - 836
反应条件
1.1: 93 percent / nBuLi; DIPA / tetrahydrofuran / 20 °C 2.1: 77 percent / p-TsOH / toluene / Heating 3.1: Dibal-H / petroleum ether; hexane / 0.5 h / -60 - 20 °C 3.2: 92 percent / SiO2 / H2O; toluene / 1 h / -20 - 0 °C View Scheme
参考文献
European Journal of Organic Chemistry, , # 5 p. 863 - 868
反应条件
1: 93 percent / nBuLi; DIPA / tetrahydrofuran / 20 °C
2: 77 percent / p-TsOH / toluene / Heating
View Scheme
参考文献
Van Wijk, Arjan A. C.; Van de Weerd, Michiel B.; Lugtenburg, Johan
European Journal of Organic Chemistry, 2003 , # 5 p. 863 - 868