1: 76 percent / TBAF / tetrahydrofuran / 12 h / 50 °C 2: 1.) NaH / 1.) THF, room temperature, 30 min, 2.) 40 min 3: 85 percent / (COCl)2, DMSO, Et3N / CH2Cl2 / -78 - 20 °C 4: 81 percent / InCl3 / ethyl acetate 5: 94 percent / i-Pr2NEt 6: 90 percent / H2 / Rh/Al2O3 7: 94 percent / TBAF 8: 84 percent / Et3N, DMAP 9: 94 percent / pyridine 10: 83 percent / LiEt3BH 11: 95 percent / TBAF 12: (COCl)2, DMSO, Et3N 13: 75 percent / CrCl2 14: 74 percent / Pd(PPh3)2Cl2, Et2NH, CuI 15: 80 percent / TsNHNH2, NaOAc 16: 80 percent / PPTS / ethanol / 16 h / 75 °C View Scheme