1: 2) 20percent HCl / 1) THF, ether, -78 deg C, 1 h, 2) r.t., 3 h 2: NaBH4 / methanol / 3 h / Ambient temperature 3: H2 / Pd(OH)2 / methanol / 12 h / 760 Torr / Ambient temperature View Scheme

1: 2) 20percent HCl / 1) THF, ether, -78 deg C, 1 h, 2) r.t., 3 h 2: NaBH4 / methanol / 3 h / Ambient temperature 3: H2 / Pd(OH)2 / methanol / 12 h / 760 Torr / Ambient temperature View Scheme

Multi-step reaction with 2 steps 1: 2) 20percent HCl / 1) THF, ether, -78 deg C, 1 h, 2) r.t., 3 h2: NaBH4 / methanol / 3 h / Ambient temperature