反应条件
1: 86 percent / tert-butylhydroperoxide, / vanadyl acetyl acetonate / benzene; toluene / 3 h / Ambient temperature 2: 88 percent / OsO4, KIO4 / tetrahydrofuran; H2O / 15 h / Ambient temperature 3: 89 percent / m-CPBA / CHCl3; H2O / 25 h / pH 7.8 4: 1.) oxalyl chloride, Me2SO 2.)Et3N / 1.) CH2Cl2, 15 min, -60 deg C 2.) 0-10 deg C, 5 h 5: 95 percent / dimethylaminopyridine, pyridine / 6 h / 25 °C 6: 1.) zinc dust, Ph3P 2.) pyridine / 1.) CH2Cl2, 15 min, r.t. 2.) CH2Cl2, 30 min r.t. 7: n-butyllithium / tetrahydrofuran; hexane / -78 to 20 deg C 9: 91 percent / Et3N / bis-triphenylphosphine palladium dichloride / dimethylformamide / 1.5 h / 75 °C 10: 95 percent / H2 / Lindlar's catalyst, quinoline / hexane / 0.75 h 11: 2.) AG 50W-X4 resin / 1.) iso-octane, 4 h, reflux 2.) methanol, CH2Cl2, 24 h, r.t. 12: 80 percent / diethyl ether / 0.33 h / -78 °C View Scheme
参考文献
Mascarenas; Sarandeses; Castedo; Mourino
Tetrahedron, 1991 , vol. 47, # 20-21 p. 3485 - 3498