silver(l) oxide in dichloromethane 192 h; Ambient temperature;

T=150 - 160°C; 0.166667 h;

1: CH2Cl2 / 72 h / Ambient temperature 2: 59 percent / 1N HCl / tetrahydrofuran; H2O / 2 h / 0 °C 3: 73 percent / PCC, sodium acetate / CH2Cl2 / 3 h / Ambient temperature 4: 66 percent / KOH, H2 / 10percent Pd/C / methanol / 3 h / 1520 Torr 5: 84 percent / Ag2O / CH2Cl2 / 192 h / Ambient temperature View Scheme

1: 66 percent / KOH, H2 / 10percent Pd/C / methanol / 3 h / 1520 Torr 2: 84 percent / Ag2O / CH2Cl2 / 192 h / Ambient temperature View Scheme

1: 73 percent / PCC, sodium acetate / CH2Cl2 / 3 h / Ambient temperature 2: 66 percent / KOH, H2 / 10percent Pd/C / methanol / 3 h / 1520 Torr 3: 84 percent / Ag2O / CH2Cl2 / 192 h / Ambient temperature View Scheme

1: 2) Ag2O / 1) benzene, reflux, 24 h, 2) DME 2: 54 percent / Heating View Scheme

1: 2) Ag2O / 1) benzene, reflux, 24 h, 2) DME 2: 54 percent / Heating View Scheme

N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium 1.) ether, -78 deg C, 1 h, 2.) ether, -40 deg C, 2 h; Multistep reaction;