1: 91 percent / Et3N / CH2Cl2 / 0.25 h / 0 °C 2: 57 percent / LiBr / acetone / 15 h / Heating 3: 1.) Mg, 3.) aq. HCl 4: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

1: 93 percent / p-toluenesulfonic acid monohydrate / benzene / 36 h / Heating 2: 1.) LDA / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, from -78 deg C to RT, 12 h 3: 1.) Mg, 3.) aq. HCl 4: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

1: 57 percent / LiBr / acetone / 15 h / Heating 2: 1.) Mg, 3.) aq. HCl 3: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

1: 1.) Mg, 3.) aq. HCl 2: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

1: 1.) Mg, 3.) aq. HCl 2: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, from -78 deg C to RT, 12 h 2: 1.) Mg, 3.) aq. HCl 3: 1.) t-BuOH, Li, NH3(liquid), 3.) 4percent KOH View Scheme

potassium hydroxide; ammonia; lithium; tert-butyl alcohol Yield given. Multistep reaction;