1: 83 percent / Hg(OAc)2 / acetone; H2O / 0.25 h / 0 °C 2: 73 percent / DMAP / pyridine / 4 h / Ambient temperature 3: 95 percent / CeCl3*7H2O, NaBH4 / methanol / 0.67 h / -78 °C 4: 20 percent / DMAP / pyridine / 6 h / Ambient temperature 5: 1.) NaOMe, 2.) conc. HCl / 1.) methanol, room temperature, 15 min, 2.) room temperature, 15 min View Scheme

Erwaermen des Reaktionsprodukts mit wss. Schwefelsaeure.Hydrogenation;

tetrahydrofuran; N-chloro-succinimide; borane; sodium acetate; sodium bromide 2.) THF, methanol, 0 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;