1: 100 percent / DIBAL / toluene / 2 h / -78 °C 2: 80 percent / tBuOK / 1,2-dimethoxy-ethane / 12 h / 50 °C 3: 100 percent / tBuOK / dimethylsulfoxide / 0.5 h / Ambient temperature 4: 1.) 5percent SeO2 on SiO2, aq. tBuOOH, 2.) aq. H2SO4 / 1.) AcOH, 110 deg C, 1 h, 2.) 110 deg C, 1 h 5: NaBH4, CeCl3*7H2O / ethanol / 0.33 h / 0 - 20 °C 6: 0.5 h / 45 °C 7: 309 mg / H2SO4 / ethanol / 5 h / 115 °C View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: 100 percent / iPr₂NEt / CH₂Cl₂ / 72 h / Ambient temperature<br />2: 90 percent / Pig Liver Esterase, NaOH / dimethylsulfoxide; H₂O / 3.5 h / 35 &deg;C / pH=6.9-7.4<br />3: 90 percent / Et₃N, 2-chloro-N-methylpyridinium iodide / CH₂Cl₂ / 0.33 h / 0 - 20 &deg;C<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3572320', constants.ctx, '0')">2-chloro-1-methyl-pyridinium iodide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=25&deg;C;&nbsp;<br /> &nbsp;