1: 98 percent / 1.5M HCl / ethanol / 2 h / 20 °C 2: 61 percent / Ph3P; DEAD / CH2Cl2; toluene / 48 h / 0 °C 3: 100 percent / H2 / 5 percent Pd/C / ethanol / 24 h / 20 °C 4: 91 percent / TBAF / tetrahydrofuran / 20 °C 5: 1.0M LiOH aq. / ethanol / 2 h / 20 °C View Scheme

1: 98 percent / 1.5M HCl / ethanol / 2 h / 20 °C 2: 52 percent / Ph3P; DEAD / CH2Cl2; toluene / 20 h / 0 - 20 °C View Scheme