1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -23 °C 2: 69 percent / butyl-lithium / hexane; tetrahydrofuran / 0 °C 3: 86 percent / di-isobutylaluminum hydride / toluene / 48 h / Heating 4: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C 5: 2.) 1 M mercury(II) acetate / 1.) THF, reflux, 4 h, 2.) THF, water, 17 h, room temperature View Scheme

naphthalenyllithium 1.) THF, -78 deg C, 0.5 h, 2.) THF, -78 deg C -> room temperature; Yield given. Multistep reaction;

1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -23 °C 2: 82 percent / butyl-lithium / hexane; tetrahydrofuran / 0 °C 3: 79 percent / di-isobutylaluminum hydride / toluene / 48 h / Heating 4: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C View Scheme

1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -23 °C 2: 69 percent / butyl-lithium / hexane; tetrahydrofuran / 0 °C 3: 86 percent / di-isobutylaluminum hydride / toluene / 48 h / Heating 4: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C View Scheme

naphthalenyllithium 1.) THF, -78 deg C, 0.5 h, 2.) THF, -78 deg C -> room temperature; Yield given. Multistep reaction;

1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -23 °C 2: 71 percent / butyl-lithium / hexane; tetrahydrofuran / 0 °C 3: 81 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / Heating View Scheme

naphthalenyllithium 1.) THF, -78 deg C; Yield given. Multistep reaction;

naphthalenyllithium 1.) THF, -78 deg C; Yield given. Multistep reaction;