1: 87 percent / 10percent NaOH / tetrahydrofuran 2: 96 percent / n-BuLi, BF3*Et2O / tetrahydrofuran 3: 89 percent / TBAF / tetrahydrofuran 4: 97 percent / Et3N / CH2Cl2 5: AD mix α / 2-methyl-propan-2-ol; H2O 6: 56 percent / triton B / methanol 7: 66 percent / Pd(PPh3)4, Et3N, CuI / benzene 8: H2 / Rh(PPh3)3Cl / benzene 9: BF3*Et2O, dimethylsulfide View Scheme

<b>Multi-step reaction with 8 steps<br /> </b>1: 91 percent / NaOH / methanol<br />2: 96 percent / i-Pr₂NEt / CH₂Cl₂ <br />3: 70 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide<br />4: 94 percent / Na / liquid ammonia; 2-methyl-propan-2-ol; tetrahydrofuran<br />5: 96 percent / 60percent AcOH<br />6: 95 percent / Et₃N, DMAP / CH₂Cl₂ <br />7: 99 percent / Et₃N / CH₂Cl₂ <br />8: 89 percent / TBAF / tetrahydrofuran<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 94 percent / Na / liquid ammonia; 2-methyl-propan-2-ol; tetrahydrofuran<br />2: 96 percent / 60percent AcOH<br />3: 95 percent / Et₃N, DMAP / CH₂Cl₂ <br />4: 99 percent / Et₃N / CH₂Cl₂ <br />5: 89 percent / TBAF / tetrahydrofuran<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 96 percent / 60percent AcOH<br />2: 95 percent / Et₃N, DMAP / CH₂Cl₂ <br />3: 99 percent / Et₃N / CH₂Cl₂ <br />4: 89 percent / TBAF / tetrahydrofuran<br /> <br /> &nbsp;