1: 76 percent / tetramethylguanidinium azide / CH2Cl2 / 3 h / 0 °C 2: 82 percent / aq. H2O2, LiOH / tetrahydrofuran / 0.5 h / 0 °C 3: 81 percent / H2, aq. AcOH / 10percent Pd/C / 23 h / 2068.6 Torr View Scheme

<b>Multi-step reaction with 5 steps<br /> </b>1: 34 percent / SF₄ / CH₂Cl₂; H₂O / 12 h / 95 &deg;C<br />2: 93 percent / 10percent aq. NaOH / 1.5 h / Heating<br />3: SOCl₂ / 0.5 h / Heating<br />4: 1.) BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, from -78 deg C to RT, 3 h<br />5: 1.) (i-Pr)2NEt, Bu₂BOTf, 2.) NBS / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 75 min, 2.) CH₂Cl₂, -78 deg C, 1.25 h<br /> <br /> &nbsp;