in tetrahydrofuran T=-70°C; 1 h;

1: 66.8 percent / triethylamine / benzene / 18 h / Heating 2: 57 percent / tetrahydrofuran / 1 h / -70 °C View Scheme

1: 49.2 percent / sodium metaperiodate / methanol; H2O / 24 h / Ambient temperature 2: 66.8 percent / triethylamine / benzene / 18 h / Heating 3: 57 percent / tetrahydrofuran / 1 h / -70 °C View Scheme

1: 67.4 percent / iodine / benzene / 5/10 deg C, 20/25 deg C 2: 49.2 percent / sodium metaperiodate / methanol; H2O / 24 h / Ambient temperature 3: 66.8 percent / triethylamine / benzene / 18 h / Heating 4: 57 percent / tetrahydrofuran / 1 h / -70 °C View Scheme