反应条件
1: p-TsOH / benzene / 16 h / Heating 2: 1.) O3, 2.) Me2S / 1.) CH2Cl2, -78 deg C, 10 min, 2.) -78 deg C to room t. 3: Jones reagent / acetone / 0.5 h / 0 °C 4: 87.2 percent / 95 percent H2SO4 / 5 h / Heating 5: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C 6: 81.5 percent / ZnI2 / 1,2-dichloro-ethane / 0.17 h / Ambient temperature 7: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t. 8: 100 percent / p-MeC6H4SO2N3, Et3N / CH2Cl2 / 4 h / Ambient temperature 9: multistep reaction; reactions under var. conditions <Rh(OAc)2, Cu(acac)2, R-1648 catalist> 10: 90 percent / NaBH4, NiCl2*6H2O / methanol / 24 h / Ambient temperature 11: 1.) BuLi(hexane), (i-Pr)NH / 1.) HMPA, THF, 0 deg C, 2 h, 2.) HMPA, THF, 0 deg C to room t., 2 h 12: 91.2 percent / LiAlH4 / diethyl ether / 2 h / Ambient temperature 13: 92.3 percent / PCC / CH2Cl2 / 3 h / Ambient temperature 14: 1.) 80 percent N2H4*H2O, 2.) Na / 1.) diethylene glycol, ethyleneglycol, 184 deg C, 1.5 h, 2.) diethylene glycol, ethyleneglycol, 70 deg C, then 4 h, reflux View Scheme
参考文献
Kametani, Tetsuji; Kawamura, Kuniaki; Tsubuki, Masayoshi; Honda, Toshio
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 193 - 200