反应条件
Multi-step reaction with 9 steps 1: 1.) BH3*THF, 2.) aq. NaOH, 30percent H2O2 / 1.) THF, reflux, 1 h, 2.) reflux2: pyridinium chlorochromate / CH2Cl2 / 24 h / Heating3: 93 percent / tetrahydrofuran; pentane; diethyl ether / 1 h4: 77 percent / p-toluenesulfonic acid / benzene / 2 h / Heating5: 1.) LDA, 2.) Br2 / 1.) pentane, THF, 15 min, 2.) THF6: 16 percent / tetrahydrofuran; diethyl ether; pentane / -78 - 20 °C7: 99 percent / NaHCO3, NaIO4 / methanol; H2O / 25 h8: 500 mg / toluene / 36 h / Heating9: 1.) pyridine, SOCl2, 2.) NaNH2 / 1.) ether, 0 deg C, 1 h, 2.) THF, 2 d
参考文献
Lyttle, Matthew; Streitwieser, Andrew; Miller, Michael J. Journal of Organic Chemistry, 1989 , vol. 54, # 10 p. 2331 - 2335