tetrabutyl ammonium fluoride in tetrahydrofuran T=0°C;

1: LDA / tetrahydrofuran / -78 °C 2: 85 percent / s-BuLi / tetrahydrofuran / -78 °C 3: CH2Cl2 4: NaOH / ethanol 5: Et3N / tetrahydrofuran / 0 °C 6: tetrahydrofuran 7: aq. H2O2 / tetrahydrofuran 8: Bu3SnH; Et3B / benzene / 25 °C 9: 76 percent / TBAF / tetrahydrofuran / 0 °C View Scheme

1: CH2Cl2 2: NaOH / ethanol 3: Et3N / tetrahydrofuran / 0 °C 4: tetrahydrofuran 5: aq. H2O2 / tetrahydrofuran 6: Bu3SnH; Et3B / benzene / 25 °C 7: 76 percent / TBAF / tetrahydrofuran / 0 °C View Scheme