1: 88 percent / 4-DMAP, Et3N / CH2Cl2 / 6 h / Ambient temperature 2: 51 percent / AlH3 / diethyl ether / 1.67 h / Ambient temperature 3: 70 percent / Et3N / butan-1-ol / 1.) 50 deg C, 2 h, 2.) reflux, 2 h 4: 0.5 M H2SO4 / methanol / 2 h / Ambient temperature 5: ammonia / methanol View Scheme

manganese(IV) oxide in dichloromethane 3 h; Ambient temperature;

4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane 6 h; Ambient temperature;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342938', constants.ctx, '0')">lithium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=70&deg;C;&nbsp;Horner-Wadsworth-Emmons olefination;&nbsp;1&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 61 percent / m-CPBA / CH₂Cl₂ / 20 &deg;C<br />2: 73 percent / LDA / tetrahydrofuran; hexane / 0.08 h / -78 &deg;C<br /> <br /> &nbsp;

&nbsp;(i) NBS, (PhCO)2O₂, (ii) AcOH, KOAc;&nbsp;&nbsp;Multistep reaction;&nbsp;<br /> &nbsp;