1: 88 percent / 0.25N NaOH / ethanol; H2O / 1 h / Ambient temperature 2: 61 percent / N,N-dimethyl-acetamide / 1 h / Heating 3: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.5 h; 2.) THF, -78 deg C, 1 h 4: m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 5: 75 percent / NaHCO3 / toluene / 1 h / Heating View Scheme

azobisisobutyronitrile; tri-n-butyl-tin hydride in tetrahydrofuran 1 h; Heating;

1: 88 percent / 0.25N NaOH / ethanol; H2O / 1 h / Ambient temperature 2: 61 percent / N,N-dimethyl-acetamide / 1 h / Heating View Scheme

1: 88 percent / 0.25N NaOH / ethanol; H2O / 1 h / Ambient temperature 2: 61 percent / N,N-dimethyl-acetamide / 1 h / Heating 3: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.5 h; 2.) THF, -78 deg C, 1 h View Scheme