lithium aluminium tetrahydride in diethyl ether 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min;

1: 42 percent / conc. H2SO4 / 2 h / Heating 2: 1.) XeF2, 2.) LiAlH4 / 1.) CH2Cl2, 17 h View Scheme

1: 70.6 percent / 1.) Toluene sulfonic acid (cat. amount) / 1.) reflux, 5 h 2.) 25 deg C, 7 h 2: 64.8 percent / acetonitrile; CH2Cl2 / 12 h / Ambient temperature 3: 69 percent / aq. EtOH / tetrahydrofuran / 11 h / Ambient temperature 4: 49 percent / 2,6-Lutidine / CH2Cl2 / 0.25 h / ice bath 5: 62 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature 6: 65 percent / 1.) LiAlH4 / diethyl ether / 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min View Scheme

1: 49 percent / 2,6-Lutidine / CH2Cl2 / 0.25 h / ice bath 2: 62 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature 3: 65 percent / 1.) LiAlH4 / diethyl ether / 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min View Scheme

1: 64.8 percent / acetonitrile; CH2Cl2 / 12 h / Ambient temperature 2: 69 percent / aq. EtOH / tetrahydrofuran / 11 h / Ambient temperature 3: 49 percent / 2,6-Lutidine / CH2Cl2 / 0.25 h / ice bath 4: 62 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature 5: 65 percent / 1.) LiAlH4 / diethyl ether / 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min View Scheme

1: 69 percent / aq. EtOH / tetrahydrofuran / 11 h / Ambient temperature 2: 49 percent / 2,6-Lutidine / CH2Cl2 / 0.25 h / ice bath 3: 62 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature 4: 65 percent / 1.) LiAlH4 / diethyl ether / 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min View Scheme

1: 62 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature 2: 65 percent / 1.) LiAlH4 / diethyl ether / 1.) CO2/isopropyl alcohol bath, 10 min 2.) room temperature, 10 min View Scheme

1: 72 percent / SO2Cl2, NEt3 / ethyl acetate / 2 h 2: 1) tetramethylammonium fluoride, 2) 2N HCl / 1) CH3CN, 10 min, reflux, 2) 20 min, reflux View Scheme

lithium aluminium tetrahydride; XeF2 1.) CH2Cl2, 17 h; Yield given. Multistep reaction. Title compound not separated from byproducts;

hydrogenchloride; tetramethyl-ammonium fluoride 1) CH3CN, 10 min, reflux, 2) 20 min, reflux; Yield given. Multistep reaction;