1: 3N KOH / Ambient temperature 2: diethyl ether / 0 °C 3: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C 4: Mg / methanol / Ambient temperature View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1: POCl₃,Zn-Cu / tetrahydrofuran / Ambient temperature<br />2: Zn / acetic acid / Heating<br />3: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 &deg;C<br />4: 1.) O₃; 2.) NaBH₄; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 &deg;C<br />2: 1.) O₃; 2.) NaBH₄; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11343078', constants.ctx, '0')">sodium tetrahydroborate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4921393', constants.ctx, '0')">ozone</a> <br />&nbsp;1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: K₂CO₃ / dimethylformamide / 100 &deg;C<br />2: nBuLi / tetrahydrofuran / 0 &deg;C<br />3: POCl₃,Zn-Cu / tetrahydrofuran / Ambient temperature<br />4: Zn / acetic acid / Heating<br />5: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 &deg;C<br />6: 1.) O₃; 2.) NaBH₄; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.<br /> <br /> &nbsp;