water; acetic acid in tetrahydrofuran T=75°C; 5 h;

sodium tetrahydroborate in tetrahydrofuran; ethanol T=0°C; 4 h;

1: hydroxylamine hydrochloride / ethanol / 6 h / Reflux 2: sodium tetrahydroborate / tetrahydrofuran; ethanol / 4 h / 0 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / 0 °C / Inert atmosphere 1.2: 3 h / 20 °C / Inert atmosphere 2.1: hydroxylamine hydrochloride / ethanol / 6 h / Reflux 3.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 4 h / 0 °C View Scheme

Dess-Martin periodane in dichloromethane T=20°C; 1 h;

pyridine; thionyl chloride in chloroform T=0 - 20°C; 5 h;