1H-imidazole in dichloromethane; N,N-dimethyl-formamide T=0 - 20°C;

{CpRu[P(i-Pr)2(1-Me-4-tBu-imidazol-2-yl)]MeCN}*PF6 in acetone T=25°C; 26 h;

tert.-butylhydroperoxide; selenium(IV) oxide in dichloromethane 12 h; Ambient temperature;

tert.-butylhydroperoxide; selenium(IV) oxide; water; salicylic acid in dichloromethane 20 h; Ambient temperature;

1: 37 percent / SeO2, salicylic acid, t-BuOOH, H2O / CH2Cl2 / 20 h / Ambient temperature 2: 1.) MsCl, Et3N, 2.) LiBr / 1.) CH2Cl2, -40 deg C, 1 h, 2.) THF, 0 deg C, 2 h 3: 1.) BaI2*H2O, biphenyl radical, 3.) TBAF / 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 1 h, 3.) THF, 0 deg C, 1 h; room temperature, 3 h View Scheme

1.1: tert-butyl hydroperoxide; SeO2 / CH2Cl2; H2O / 48 h / 20 °C 1.2: 14.41 g / NaBH4 / methanol; CH2Cl2; H2O / cooling 2.1: 82 percent / MnO2 / CH2Cl2 / 36 h / 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C 3.2: 94 percent / tetrahydrofuran; hexane / 1 h / 0 - 20 °C View Scheme