1.1: nBuLi; 1,1-dimethylpropoxide; diisopropylamine / tetrahydrofuran; hexane / 3 h / -78 °C 1.2: trimethylborate / tetrahydrofuran; hexane / 2 h / pH 6 / cooling 1.3: 99 percent / aq. H2O2 / tetrahydrofuran; hexane / 1 h / 20 °C 2.1: 58 percent / AcCl / methanol / 1 h / 60 °C View Scheme

1.1: nBuLi; 1,1-dimethylpropoxide; diisopropylamine / tetrahydrofuran; hexane / 3 h / -78 °C 1.2: trimethylborate / tetrahydrofuran; hexane / 2 h / pH 6 / cooling 1.3: 99 percent / aq. H2O2 / tetrahydrofuran; hexane / 1 h / 20 °C 2.1: 97 percent / K2CO3; nBu4NI / dimethylformamide / 17 h 3.1: 64 percent / AcCl / methanol / 1 h / 60 °C View Scheme

hydrogenchloride in 1,4-dioxane T=25°C; 1 h;

1: With n-butyllithium; potassium tert-butylate; diisopropylamine in tetrahydrofuran; hexane T=-78°C; Metallation; 3 h; 2: With boric acid trimethyl ester in tetrahydrofuran; hexane T=0°C; boronation; 2 h; 3: With dihydrogen peroxide in tetrahydrofuran; hexane; water T=20°C; Oxidation; 1 h;