1: 87 percent / TBAF / tetrahydrofuran 2: 97 percent / Et3N / methanol / 1 h / 20 °C 3: 83 percent / aq. NaHCO3; TEMPO; NaOCl / KBr / acetone / 2 h / 0 °C View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran

1: 87 percent / TBAF / tetrahydrofuran 2: 97 percent / Et3N / methanol / 1 h / 20 °C View Scheme

<b>Multi-step reaction with 6 steps<br /> </b>1: 87 percent / aq. NaOH; TBAI / toluene / 3 h / 0 - 5 &deg;C<br />2: DIBAL-H / toluene; CH₂Cl₂ / -78 - 0 &deg;C<br />3: 6.275 g / LiBH₄ / diethyl ether / 12 h / 20 &deg;C<br />4: 93 percent / Et₃N / CH₂Cl₂ / 2 h / 20 &deg;C<br />5: TFA / CH₂Cl₂ / 1 h / 20 &deg;C<br />6: 0.707 g / Et₃N; N,N-diisopropylethylamine / methanol / 4 h / 80 &deg;C<br /> <br /> &nbsp;