1.) THF, hexane, -78 deg C, 10 min, 2.) a) warm to RT, b) RT, 10 min; Yield given. Multistep reaction;

1: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 30 min, 2.) gradually warmed to room temp., 2-3 h, room temp. 2: 65 percent / trifluoroacetic acid / benzene / Ambient temperature; 12-18 h View Scheme

1: 85 percent / N-bromo succinimide / CH2Cl2 / 2 h / 10 °C 2: n-Bu3SnH, azobisisobutyronitrile / benzene / 1.5 h / 80 °C 3: toluene-p-sulfonic acid / benzene / 0.25 h / Ambient temperature View Scheme

1.1: LDA / tetrahydrofuran / 0.33 h / -78 °C 1.2: tetrahydrofuran / 24 h / -78 °C 2.1: TFA / tetrahydrofuran; H2O / 2 h / 20 °C View Scheme