pyridine; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid in benzene 48.5 h; Ambient temperature;

pyridine; p-toluenesulfonyl chloride T=-5°C; 24 h;

1: 2 h / 120 °C 2: 61 percent / DMSO, dicyclohexylcarbodiimide, pyridine / CF3COOH / benzene / 48.5 h / Ambient temperature View Scheme

1: 1.) BH3*THF, 2.) 3 N NaOH, 30percent H2O2 / 1.) THF, room temperature, 1 h, 2.) H2O, room temperature, 1 h 2: 61 percent / DMSO, dicyclohexylcarbodiimide, pyridine / CF3COOH / benzene / 48.5 h / Ambient temperature View Scheme

1: 78 percent / H2 / 5percent Pd/C / ethanol / 11 h / 34200 Torr 2: 53 percent / p-toluenesulfonyl chloride, pyridine / 24 h / -5 °C View Scheme

acetic acid 18 h; Heating;