1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: With tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78 - 20°C; 5 h; 3: With hydrogenchloride in tetrahydrofuran; hexane; water T=0°C; 0.5 h;

1: With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran; diethyl ether; hexane T=-100 - -78°C; 1 h; Inert atmosphere; 2: With water; ammonium chloride in tetrahydrofuran; diethyl ether; hexane T=-78°C; 1 h; Saturated solution;

1.1: NaH / dimethylformamide / 20 °C 1.2: 92 percent / dimethylformamide / 0.5 h / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: triisopropyl borate / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 2.3: 71 percent / aq. HCl / tetrahydrofuran; hexane / 0.5 h / 0 °C View Scheme

1: With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran 2: With water; ammonium chloride in tetrahydrofuran