1.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 1.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 2.1: Raney-Ni; hydrogen / methanol / Heating 3.1: TBAF / tetrahydrofuran 4.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme

1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 1.2: 70 percent / tetrahydrofuran / 20 °C 2.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 3.1: TBAF / tetrahydrofuran / 6 h / 20 °C 3.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme

1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 1.2: 70 percent / tetrahydrofuran / 20 °C 2.1: 81 percent / TBAF / tetrahydrofuran / 6 h / 20 °C 3.1: 93 percent / Ir(COD)PyPCy3PF6; hydrogen / CH2Cl2 / 18 h / 20 °C / 760 Torr 4.1: 86 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 1.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 2.1: Raney-Ni; hydrogen / methanol / Heating 3.1: TBAF / tetrahydrofuran View Scheme