sulfuric acid in tetrahydrofuran 12 h; Heating;

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C 1.2: 82 percent / tetrahydrofuran; toluene / 1 h / -78 - 20 °C 2.1: NaIO4; NaHCO3 / methanol; H2O / 1 h / 22 °C 3.1: 1.76 g / NaIO4; OsO4 / tetrahydrofuran; H2O / 1 h / 22 °C 4.1: 92 percent / Pd(PPh3)4; In(acac)3 / toluene / 5 h / Heating 5.1: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating 6.1: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C 7.1: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C View Scheme