1: Et3N, SO3*pyridine / CH2Cl2; dimethylsulfoxide / 10 h / Ambient temperature 2: 78 percent / p-TSA*H2O / benzene / 6 h / Ambient temperature View Scheme

1: Et3N, SO3*pyridine / CH2Cl2; dimethylsulfoxide / 10 h / Ambient temperature 2: 78 percent / p-TSA*H2O / benzene / 6 h / Ambient temperature View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1: 1.) CuCN / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min<br />2: 89 percent / NaBH₄ / methanol / 1 h / Ambient temperature<br />3: 1.) NaH, 2.) NaI / 1.) THF, 0 deg C, 30 min, 2.) THF, DMF, RT, 12 h<br />4: HCl/MeOH / 4.5 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) NaH, 2.) NaI / 1.) THF, 0 deg C, 30 min, 2.) THF, DMF, RT, 12 h<br />2: HCl/MeOH / 4.5 h / Ambient temperature<br /> <br /> &nbsp;