1.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 1.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 2.1: 98 percent / KOtBu / toluene / 4 h / Heating 3.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 4.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 5.1: 98 percent / KOtBu / toluene / 3 h / Heating 6.1: 4 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

1.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 1.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 2.1: 98 percent / KOtBu / toluene / 4 h / Heating 3.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 4.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 5.1: 98 percent / KOtBu / toluene / 3 h / Heating 6.1: 26 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

1: 98 percent / Li, liq. NH3 2: 86 percent 3: PPTS / acetone 4: H2, Et3N / Pd/C 5: 85 percent 6: 92 percent / RhCl3 / ethanol 7: 40 percent / aq. CAN / tetrahydrofuran 8: 92 percent / aq. Na2S2O4 / diethyl ether View Scheme