1: Pb(OAc)4 / benzene / 2 h / Ambient temperature 2: NaBH4 / methanol; tetrahydrofuran / Ambient temperature 3: 1.) NEt3; 2.) KCl (0.1N) / 1.) CHCl3, room temp., 6h; 40 deg C, 12 h; 2.) 1 h 4: 2.) AgOAc / 1.) methanol, 55 deg C, overnight; 2.) 90 percent aqueous methanol, 2 h 5: 95 percent / H2 / palladium black / ethanol / 72 h / 50 °C / 760 Torr 6: 93 percent / pyridine / 2 h / 70 °C View Scheme

Yield given. Multistep reaction;

1: Pb(OAc)4 / benzene / 2 h / Ambient temperature 2: NaBH4 / methanol; tetrahydrofuran / Ambient temperature 3: 1.) NEt3; 2.) KCl (0.1N) / 1.) CHCl3, room temp., 6h; 40 deg C, 12 h; 2.) 1 h View Scheme