hydrogenchloride; sodium lauryl sulfate in water T=20°C;

1: With sodium hydroxide; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane in tetrahydrofuran Oxidation; 2: With oxalyl dichloride; triethylamine in dichloromethane; dimethyl sulfoxide Oxidation;

1.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -30 °C 1.2: -30 - 20 °C 2.1: silver(l) oxide / 2 h / 20 °C / Cooling with ice 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C 4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C 4.2: -78 - 20 °C View Scheme

diisobutylaluminium hydride