1: potassium iodide / acetonitrile; water / 0.58 h / 20 °C 2: Burgess Reagent / toluene / 18 h / 90 °C 3: platinum(IV) oxide; hydrogen / toluene / 20 °C / 750.08 Torr 4: 1,1-dimethylethylmagnesium chloride / diethyl ether / 2 h / 0 °C View Scheme

1: potassium iodide / acetonitrile; water / 0.58 h / 20 °C 2: Burgess Reagent / toluene / 18 h / 90 °C 3: platinum(IV) oxide; hydrogen / toluene / 20 °C / 750.08 Torr 4: 1,1-dimethylethylmagnesium chloride / diethyl ether / 2 h / 0 °C 5: hydrogen; palladium 10 on activated carbon / ethyl acetate; methanol / 18 h / 750.08 Torr View Scheme

<b>Multi-step reaction with 7 steps<br /> </b>1.1: [(R,R)-salen-Cr]BF₄ / tert-butyl methyl ether / 24 h / -30 &deg;C / |Molecular sieve<br />1.2: 5 h / 20 &deg;C<br />2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / dichloromethane; methanol / 0.5 h / -20 &deg;C<br />3.1: dihydrogen peroxide; molybdenum(VI) oxide / acetonitrile / 24 h<br />4.1: pyridine; acetic anhydride / dichloromethane / 2 h / 20 &deg;C<br />5.1: toluene / 72 h / |Reflux<br />6.1: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h<br />7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: pyridine; acetic anhydride / dichloromethane / 2 h / 20 &deg;C<br />2: toluene / 72 h / |Reflux<br />3: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h<br />4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: potassium carbonate; potassium iodide / tetrahydrofuran / 20 h / |Reflux<br />2: methanesulfonic acid / acetone / 2 h / 20 &deg;C<br />3: toluene / 72 h / |Reflux<br />4: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h<br />5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: potassium carbonate; potassium iodide / tetrahydrofuran / 20 h / |Reflux<br />2: methanesulfonic acid / acetone / 2 h / 20 &deg;C<br />3: toluene / 72 h / |Reflux<br />4: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h<br />5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: zinc; ammonium chloride / water / 0.25 h / 60 &deg;C<br />2: methanesulfonic acid / acetone / 2 h / 20 &deg;C<br />3: scandium tris(trifluoromethanesulfonate) / toluene / 72 h / 30 &deg;C / |Molecular sieve<br />4: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h<br />5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 &deg;C<br /> <br /> &nbsp;