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

1: 3-isobutoxy-2-methyl-2-cyclohexen-1-one With n-butyllithium; diisopropylamine in tetrahydrofuran; hexanes T=-78 - 0°C; Inert atmosphere; 2: methyl iodide in tetrahydrofuran; hexanes 4.5 h; Inert atmosphere;

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 View Scheme