1: NaBD4 / ethanol / 5 °C 2: acetylation in the usual manner 3: 83 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 5 °C 4: 1.) and 2.) NaOH / 1.) in methanol-water, 5 deg C, 0.5h; 2.) room temp., 2h View Scheme

<b>Multi-step reaction with 5 steps<br /> </b>1: methanol<br />2: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature; under nitrogen gas<br />3: imidazole / dimethylformamide / 1 h / 45 &deg;C / under nitrogen gas<br />4: water / conc. HCl / methanol / 1 h / Ambient temperature<br />5: Jones reagent (CrO₃ in H₂SO₄) / acetone / 1 h / Ambient temperature; different ratios of reagent and different reaction times<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature; under nitrogen gas<br />2: imidazole / dimethylformamide / 1 h / 45 &deg;C / under nitrogen gas<br />3: water / conc. HCl / methanol / 1 h / Ambient temperature<br />4: Jones reagent (CrO₃ in H₂SO₄) / acetone / 1 h / Ambient temperature; different ratios of reagent and different reaction times<br /> <br /> &nbsp;