1: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 2: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 3: 92 percent / pyridine View Scheme

1: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 2: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 3: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme

1: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 2: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h View Scheme

copper(l) iodide in tetrahydrofuran T=-10°C; 2 h;