1: 83 percent / Ca(BH4)2 / ethanol / Ambient temperature 2: 90 percent / KI, K2CO3 / acetone / 16 h / Heating 3: 1.) lithium hexamethylsilylamide (LHDS) / 1.) THF, -80 deg C, 2.) THF 4: 80 percent / H2 / Pd/C / ethyl acetate View Scheme

1: 83 percent / Ca(BH4)2 / ethanol / Ambient temperature 2: 90 percent / KI, K2CO3 / acetone / 16 h / Heating 3: 1.) lithium hexamethylsilylamide (LHDS) / 1.) THF, -80 deg C, 2.) THF 4: 66 percent / LiAlH4 / tetrahydrofuran / Ambient temperature 5: 76 percent / H2 / Pd/C / ethyl acetate View Scheme