N-iodo-succinimide; tetra(n-butyl)ammonium hydroxide; potassium hydrogencarbonate in dichloromethane; water T=25°C; 0.5 h;

1: 84 percent / 1.) lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 1 h, 2.) 25 deg C, 4 h 2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 25 °C 3: 81 percent / N-iodosuccinimide, KHCO3, tetrabutylammonium hydroxide / CH2Cl2; H2O / 0.5 h / 25 °C View Scheme

1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 25 °C 2: 81 percent / N-iodosuccinimide, KHCO3, tetrabutylammonium hydroxide / CH2Cl2; H2O / 0.5 h / 25 °C View Scheme