cyclohexa-1,4-diene; palladium on activated charcoal in ethanol T=40°C; Hydrogenolysis; 4 h;

<b>Multi-step reaction with 2 steps<br /> </b>1: 49 percent / NBS; Hg(OAc)2 / dimethylformamide / 22 h / 50 &deg;C<br />2: 86 percent / HCl; water / 19 h / 50 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) CDI (1,1'-carbonyldiimidazole) / 1.) THF, r.t., 1 h, 2.) THF, r.t., 14 h<br />2: 88 percent / ethanol; H₂O / 16 h / Ambient temperature; baker's yeast / saccharose<br />3: 82 percent / 1 M NaOH / dioxane; H₂O / 1 h / ice-cooling<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 71 percent / NaBH₄, NaHCO₃ / methanol / 1.5 h / -78 &deg;C<br />2: 42 percent / lipase PS on celite / CH₂Cl₂ / 96 h / Ambient temperature<br />3: RuO₂, NaIO₄ / CCl₄; H₂O / Ambient temperature<br />4: K₂CO₃ / methanol / Ambient temperature<br /> <br /> &nbsp;