1: 87 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 5 h / Ambient temperature 2: 100 percent / potassium carbonate / methanol / 2 h / Ambient temperature 3: 100 percent / 4-dimethylaminopyridine, pyridine / CH2Cl2 / 1 h / 0 °C 4: 96 percent / acetic acid, water / tetrahydrofuran / 24 h / Ambient temperature 5: 91 percent / PCC, sodium acetate, Celite / CH2Cl2 / 1 h / Ambient temperature View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11343078', constants.ctx, '0')">sodium tetrahydroborate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '13161774', constants.ctx, '0')">cerium(III) chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 60 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 5 h / Ambient temperature<br />2: 90 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.17 h / 0 &deg;C<br /> <br /> &nbsp;