palladium 10 on activated carbon; hydrogen in acetic acid T=20°C; 48 h;

1: 93 percent / H2 / 10percent Pd/C / ethanol; acetic acid / Ambient temperature 2: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C 3: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h 4: 30percent H2O2 / CH2Cl2 / 1 h / 0 °C 5: H2 / PtO2, Pd / acetic acid View Scheme

1: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C 2: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h 3: 30percent H2O2 / CH2Cl2 / 1 h / 0 °C 4: H2 / PtO2, Pd / acetic acid View Scheme

1: 98 percent / DCC, DMAP / CH2Cl2 / 10 h / Ambient temperature 2: 93 percent / H2 / 10percent Pd/C / ethanol; acetic acid / Ambient temperature 3: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C 4: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h 5: 30percent H2O2 / CH2Cl2 / 1 h / 0 °C 6: H2 / PtO2, Pd / acetic acid View Scheme