1: 15 percent / CuBr; PhCO3(t-Bu) / acetonitrile / 13 h / -23 °C 2: 92 percent / OsO4; pyridine / diethyl ether / 17 h / 20 °C 3: 42 percent / DBU / toluene / 1.75 h / 50 °C 4: 91 percent / DMAP; pyridine / 13 h / 20 °C 5: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 6: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C 7: 87 percent / pyridine / 0.5 h / 20 °C 8: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C 9: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C 10: 100 percent / HCl; H2O / ethanol / 2 h / 20 °C View Scheme

1: 15 percent / CuBr; PhCO3(t-Bu) / acetonitrile / 13 h / -23 °C 2: 92 percent / OsO4; pyridine / diethyl ether / 17 h / 20 °C 3: 42 percent / DBU / toluene / 1.75 h / 50 °C 4: 91 percent / DMAP; pyridine / 13 h / 20 °C 5: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 6: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C View Scheme

1: 15 percent / CuBr; PhCO3(t-Bu) / acetonitrile / 13 h / -23 °C 2: 92 percent / OsO4; pyridine / diethyl ether / 17 h / 20 °C 3: 42 percent / DBU / toluene / 1.75 h / 50 °C 4: 91 percent / DMAP; pyridine / 13 h / 20 °C 5: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C View Scheme

1: 15 percent / CuBr; PhCO3(t-Bu) / acetonitrile / 13 h / -23 °C 2: 92 percent / OsO4; pyridine / diethyl ether / 17 h / 20 °C 3: 42 percent / DBU / toluene / 1.75 h / 50 °C 4: 91 percent / DMAP; pyridine / 13 h / 20 °C 5: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 6: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C 7: 87 percent / pyridine / 0.5 h / 20 °C 8: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C 9: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C View Scheme