1: 70 percent / NH4OAc / 2 h / 100 °C 2: 95 percent / aluminium hydride, 100percent H2SO4 / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux 3: 57 percent / TMSCl, Et3N, TMSI / CH2Cl2; CHCl3 4: 89 percent / Et3N / diethyl ether / 1 h / 0 - 35 °C 5: 96 percent / pyridine / 12 h / 0 °C 6: 55 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating 7: 86 percent / KOH / H2O; propan-2-ol / 0.5 h / 45 °C View Scheme

Multi-step reaction with 3 steps 1: 70 percent / NH4OAc / 2 h / 100 °C2: 95 percent / aluminium hydride, 100percent H2SO4 / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux3: 57 percent / TMSCl, Et3N, TMSI / CH2Cl2; CHCl3  

Multi-step reaction with 4 steps 1: 70 percent / NH4OAc / 2 h / 100 °C2: 95 percent / aluminium hydride, 100percent H2SO4 / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux3: 57 percent / TMSCl, Et3N, TMSI / CH2Cl2; CHCl3 4: 89 percent / Et3N / diethyl ether / 1 h / 0 - 35 °C  

Multi-step reaction with 6 steps 1: 70 percent / NH4OAc / 2 h / 100 °C2: 95 percent / aluminium hydride, 100percent H2SO4 / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux3: 57 percent / TMSCl, Et3N, TMSI / CH2Cl2; CHCl3 4: 89 percent / Et3N / diethyl ether / 1 h / 0 - 35 °C5: 96 percent / pyridine / 12 h / 0 °C6: 55 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating  

Multi-step reaction with 5 steps 1: 70 percent / NH4OAc / 2 h / 100 °C2: 95 percent / aluminium hydride, 100percent H2SO4 / tetrahydrofuran / 0 deg C, 20 deg C 1 h followed 30 min reflux3: 57 percent / TMSCl, Et3N, TMSI / CH2Cl2; CHCl3 4: 89 percent / Et3N / diethyl ether / 1 h / 0 - 35 °C5: 96 percent / pyridine / 12 h / 0 °C