1: 98 percent / TBAF; AcOH / tetrahydrofuran 2: 88 percent / H2 / [Ir(COD)(py)PCy3]PF6 / CH2Cl2 / 3 h / 51714.8 Torr 3: 88 percent / diphenylphosphorylazide; DBU / tetrahydrofuran / 0 - 20 °C 4: H2 / Pd/C / ethanol / 1 h 5: K2CO3 / acetonitrile / 2 h / Heating 6: 10 mg / LiAlH(OMe)3 / tetrahydrofuran / 40 h / Heating View Scheme

1: 100 percent / TBAF, AcOH / tetrahydrofuran / 72 h 2: 88 percent / H2, <Ir(COD)pyCy3>PF6 / CH2Cl2 / 51714.8 Torr 3: 100 percent / activated MnO2 / CHCl3 View Scheme

1: 100 percent / TBAF, AcOH / tetrahydrofuran / 72 h 2: 88 percent / H2, <Ir(COD)pyCy3>PF6 / CH2Cl2 / 51714.8 Torr 3: 100 percent / activated MnO2 / CHCl3 View Scheme