1: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h 2: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature 3: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h 4: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating 5: 90 percent / LiOH*H2O / dioxane; H2O / 1 h / 40 °C View Scheme

1: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h 2: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature 3: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h View Scheme

1: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h 2: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature 3: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h 4: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: SOCl₂ / 1 h / Ambient temperature<br />2: 32 percent / pyridine / CH₂Cl₂ / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 88 percent / acetyl chloride / 1 h / Heating<br />2: 32 percent / pyridine / CH₂Cl₂ / Ambient temperature<br /> <br /> &nbsp;