aluminum oxide; Ru(OH)x; water; oxygen T=99.85°C; P=760 Torr; 4 h;

hydrogen; palladium on activated charcoal in ethyl acetate 24 h;

1: 1.) NaH / 1.) THF, DMF, 0 deg C, 1 h, 2.) THF, DMF, overnight 2: 86 percent / NaOMe, CuI / dimethylformamide / 10 h / Heating 3: 100 percent / H2 / 10percent Pd/C / ethyl acetate / 24 h View Scheme

1: 3-phenanthrol With (Ra,S,S)-(C10H9(VO2(OH))(CHNCH(C(CH3)3)COO))2 in 1,2-dichloro-ethane T=10°C; 24 h; 2: 6-methoxy-2-naphthalenol in 1,2-dichloro-ethane T=10°C; 24 h; Mechanism;