1: BF3*OEt2 2: LiN3 / dimethylformamide 3: lithium aluminum hydride (LAH) / diethyl ether 4: HCl / ethanol View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '7463637', constants.ctx, '0')">bis[(1S,2R,3S,5S)-pinan-3-yl]chloroborane</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 90 percent / pyridinium chlorochromate (PCC), celite / CH₂Cl₂ / 4 h / Ambient temperature<br />2: (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 12 h / -15 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) n-BuLi / 1.) hexane, THF, RT, 4 h, 2.) hexane, THF, from 0 deg C to RT, 2 h<br />2: 90 percent / pyridinium chlorochromate (PCC), celite / CH₂Cl₂ / 4 h / Ambient temperature<br />3: (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 12 h / -15 &deg;C<br /> <br /> &nbsp;