trimethylsilyl trifluoromethanesulfonate in dichloromethane T=0°C; 0.0833333 h;

1.1: 80 percent / RuCl2(PCy3)2CHPh / CH2Cl2 / 12 h / Heating 2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C 2.2: 94 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C 3.1: 91 percent / MCPBA / CH2Cl2 / 15 h / 20 °C 4.1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C 5.1: 98 percent / TMSOTf / CH2Cl2 / 0.08 h / 0 °C View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C 1.2: 94 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C 2.1: 91 percent / MCPBA / CH2Cl2 / 15 h / 20 °C 3.1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C 4.1: 98 percent / TMSOTf / CH2Cl2 / 0.08 h / 0 °C View Scheme

1: 91 percent / MCPBA / CH2Cl2 / 15 h / 20 °C 2: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C 3: 98 percent / TMSOTf / CH2Cl2 / 0.08 h / 0 °C View Scheme

1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C 2: 98 percent / TMSOTf / CH2Cl2 / 0.08 h / 0 °C View Scheme