双环[2.2.1]庚烷-1-羧酸合成路线 (共 28 条)
反应条件
1: 1) NaBH4, Sn(CH3)3Cl / 1) EtOH, below 15 deg C, irradiation, 3 h, 2) MeCOMe, 15 min 2: 25percent aq. NaOH View Scheme
参考文献
Gudipati, Murthy S.; Radziszewski, Juliusz G.; Kaszynski, Piotr; Michl, Josef
Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3668 - 3674
参考文献
Bixler; Niemann
Journal of Organic Chemistry, 1958 , vol. 23, p. 742
反应条件
in octane T=125°C; Title compound not separated from byproducts;
参考文献
Fossey, Jacques; Lefort, Daniel; Massoudi, Massoud; Nedelec, Jean-Yves; Sorba, Jeanine
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1986 , p. 781 - 786
反应条件
T=91°C; Rate constantMechanism;
参考文献
Fossey, Jacques; Lefort, Daniel; Massoudi, Massoud; Nedelec, Jean-Yves; Sorba, Jeanine
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1986 , p. 781 - 786
反应条件
1: LiAlH4 / diethyl ether / 2.5 h / Heating 2: fuming sulfuric acid, 96percent aq. H2SO4 / 2 h / 20 °C 3: LiAlH4 / diethyl ether / 2 h / Heating 4: pyridinium fluorochromate / CH2Cl2 / Ambient temperature View Scheme
参考文献
Gudipati, Murthy S.; Radziszewski, Juliusz G.; Kaszynski, Piotr; Michl, Josef
Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3668 - 3674
参考文献
Neuman, Robert C.; Grow, Richard H.; Binegar, Glen A.; Gunderson, Howard J.
Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2682 - 2688
反应条件
(i) SOCl2, (ii) /BRN= 969212/, AlCl3; Multistep reaction;
参考文献
Denney,D.B.; DiLeone,R.R.
Journal of the American Chemical Society, 1962 , vol. 84, p. 4737 - 4743
反应条件
1: SOCl2 2: AlCl3 View Scheme
参考文献
Pratt,D.G.; Rothstein,E.
Journal of the Chemical Society [Section] C: Organic, 1968 , p. 2548 - 2554
参考文献
Heine,H.-G. et al.
Journal of Organic Chemistry, 1976 , vol. 41, # 11 p. 1907 - 1912
反应条件
1: 0.56 g / LiAlH4 2: 80 percent / pyridine / CH2Cl2 / 96 h 3: 83 percent / LiBr / tetrahydrofuran / 48 h / Heating 4: Bu3SnH / 1 h / Irradiation View Scheme
参考文献
Della, Ernest W.; Knill, Andrew M.; Pigou, Paul E.
Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2110 - 2114