1.1: aq. HOAc / 14 h / 20 °C 1.2: 68 percent / Ph3P; imidazole; iodine / toluene / 3 h / Heating 2.1: 90 percent / PhCH=Ru(PCy3)2Cl2 / CH2Cl2 / 6 h / 20 °C 3.1: aq. H2SO4 / acetonitrile / 24 h / 20 °C 3.2: aq. NaIO4 / methanol / 0.75 h / 20 °C 3.3: NaBH4 / methanol / 2 h / 20 °C 4.1: Et3N / 1 h / 20 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1708400', constants.ctx, '0')">2,2'-azo-bisisobutyronitrile</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />0.5&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;