1: 97 percent / H2O, 10percent HCl / methanol / 1 h / Ambient temperature 2: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h 3: 58 percent / LAH / diethyl ether / 6 h / -78 °C 4: 1.) (L)-(+)-diisopropyl tartrate, 4A sieves, Ti(OiPr)4, t-BuOOH / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, -20 deg C, 3.5 h 5: H2, 1M NaOH / 10percent Pd/C / ethanol / Ambient temperature 6: LiBr, NCS / methanol / Ambient temperature 7: TsOH / Ambient temperature 8: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 9: H2O, 5percent HCl / methanol / RT, then -20 deg C 10: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

1: bis(triphenylphosphine)palladium(O) / tetrahydrofuran 2: KMnO4 View Scheme

1: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 2: H2O, 5percent HCl / methanol / RT, then -20 deg C 3: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

sodium hydroxide; potassium permanganate in water 6 h; Ambient temperature; Yields of byproduct given;

potassium permanganate

sodium hydroxide; potassium permanganate in water 6 h; Ambient temperature; Yield given;

1: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 2: H2O, 5percent HCl / methanol / RT, then -20 deg C 3: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

1: TsOH / Ambient temperature 2: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 3: H2O, 5percent HCl / methanol / RT, then -20 deg C 4: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

1: LiBr, NCS / methanol / Ambient temperature 2: TsOH / Ambient temperature 3: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 4: H2O, 5percent HCl / methanol / RT, then -20 deg C 5: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

1: 93 percent / 3percent KOH/H2O / tetrahydrofuran / 24 h / Ambient temperature 2: H2, <RhCl-1,5-hexadiene>2/(-)-DIOP/NEt3 / ethanol; benzene / 11172 - 77140 Torr / different solvents, without NEt3, with KOH; other object: optical yield View Scheme