1: 81 percent / EtCOOH / 48 h / 180 °C 2: 89 percent / LDA / tetrahydrofuran / 8 h / -70 - 20 °C 3: 100 percent / PhCH=Ru(Cl)2(PCy3)2 / CH2Cl2 / 4 h / 20 °C 4: 83 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 8 h / -30 - 20 °C 5: 100 percent / H2 / 10 percent Pd-C / ethanol / 3 h 6: 95 percent / LAH / diethyl ether / 0.5 h / 0 °C 7: 88 percent / PCC; silica gel / CH2Cl2 / 1 h / 20 °C 8: 68 percent / N2H4*H2O; KOH / various solvent(s) / 12 h / 190 °C 9: BBr3 View Scheme