1: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 2: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C 3: 87 percent / pyridine / 0.5 h / 20 °C 4: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C 5: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C 6: 100 percent / HCl; H2O / ethanol / 2 h / 20 °C View Scheme

1: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 2: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C View Scheme

in tetrahydrofuran; diethyl ether; cyclohexane T=-78°C; Acylation; 0.25 h;

1: 80 percent / TiCl4 / CH2Cl2 / 0 °C 2: 98 percent / toluene / Heating 3: 97 percent / (MeO)3P / 130 °C 4: 85 percent / HCOOH, Et3N, Pd(dba)2*CHCl3, n-Bu3P / tetrahydrofuran / 75 °C 5: 15 percent / CuBr, t-BuOOCOPh / acetonitrile / -23 °C 6: 92 percent / OsO4, pyridine / tetrahydrofuran / Ambient temperature 7: 77 percent Turnov. / DBU, pyridine / toluene / 50 °C 8: 91 percent / pyridine, DMAP / Ambient temperature 9: 94 percent / tetrahydrofuran / -78 °C View Scheme

1: 94 percent / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / -78 °C 2: 96 percent / HF*pyridine / tetrahydrofuran / 1 h / 20 °C 3: 87 percent / pyridine / 0.5 h / 20 °C 4: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C 5: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C View Scheme