1: 92 percent / H2 / NaBH4, Ni(Ac)2*4H2O, ethylene diamine / ethanol / 2 h 2: 73 percent / NEt3 / diethyl ether / 0 °C 3: 86 percent / NaI, K2CO3 / acetone / 168 h / 35 °C 4: 76 percent / K2CO3 / acetonitrile / 72 h / 45 °C 5: 1. n-butyllithium / 1. -20 deg C, THF, hexane 2. a. -80 deg C, b. warm up to -10 deg C, 75 min c. 90 min, -10 deg C 6: 68 percent / aq. oxalic acid / tetrahydrofuran / 1 h / Ambient temperature 7: 86 percent / K2CO3 / 1 h / 23 °C 8: 13.5 mg / tetrabutylammonium fluoride / tetrahydrofuran / 25 h / 20 °C 9: aq. NaOH / methanol / 5 h / Ambient temperature View Scheme