1: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 2: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 3: 52 percent / 48percent HBr / 18 h / Heating View Scheme