1: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 2: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 3: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 4: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 5: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 6: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 2: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 3: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 4: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 5: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C View Scheme