1: 85 percent / triphenyl phosphine, CCl4 / 80 °C 2: 88 percent / sodium sand / diethyl ether / Ambient temperature 3: 79 percent / imidazole / dimethylformamide 4: O3, triphenyl phospine / CH2Cl2 / -78 °C 5: 68 percent / NaClO2, NaH2PO4, H2O2 / H2O; acetonitrile / 0 - 10 °C 6: 60 percent / PTSA / CHCl3 View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098280', constants.ctx, '0')">tert.-butylhydroperoxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4171228', constants.ctx, '0')">isobutyl triphenylphosphonium bromide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4313086', constants.ctx, '0')">D-(-)-diisopropyl tartrate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=-20&deg;C;&nbsp;2&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 74 percent / DIBAL-H / CH₂Cl₂ / -10 &deg;C<br />2: 75 percent / (-)-DIPT, TBHP, TIP / CH₂Cl₂ / 2 h / -20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 78 percent / benzene / 80 &deg;C<br />2: 87 percent / imidazole / dimethylformamide<br />3: 74 percent / DIBAL-H / CH₂Cl₂ / -10 &deg;C<br />4: 75 percent / (-)-DIPT, TBHP, TIP / CH₂Cl₂ / 2 h / -20 &deg;C<br /> <br /> &nbsp;