1: 83 percent / p-TsOH / benzene / 1 h / Heating 2: 87 percent / DDQ / benzene / 4 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11343078', constants.ctx, '0')">sodium tetrahydroborate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />2.5&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature<br />2: 97 percent / NaI / acetone / 16 h / Heating<br />3: 50 percent / t-BuLi, HMPA / tetrahydrofuran / -78 &deg;C<br />4: 98 percent / CH₃SO₃H / CH₂Cl₂ / Ambient temperature<br />5: 89 percent / NaBH₄ / methanol / 2.5 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 50 percent / t-BuLi, HMPA / tetrahydrofuran / -78 &deg;C<br />2: 98 percent / CH₃SO₃H / CH₂Cl₂ / Ambient temperature<br />3: 89 percent / NaBH₄ / methanol / 2.5 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 97 percent / NaI / acetone / 16 h / Heating<br />2: 50 percent / t-BuLi, HMPA / tetrahydrofuran / -78 &deg;C<br />3: 98 percent / CH₃SO₃H / CH₂Cl₂ / Ambient temperature<br />4: 89 percent / NaBH₄ / methanol / 2.5 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 98 percent / CH₃SO₃H / CH₂Cl₂ / Ambient temperature<br />2: 89 percent / NaBH₄ / methanol / 2.5 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: 70 percent / n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) 1.5 h<br />2: 100 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature<br />3: 97 percent / NaI / acetone / 16 h / Heating<br />4: 50 percent / t-BuLi, HMPA / tetrahydrofuran / -78 &deg;C<br />5: 98 percent / CH₃SO₃H / CH₂Cl₂ / Ambient temperature<br />6: 89 percent / NaBH₄ / methanol / 2.5 h<br /> <br /> &nbsp;