1: Na2CO3 / CH2Cl2 / 0.5 h 2: 8.36 g / EtONa / ethanol / 0.5 h / Heating 3: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h 4: 79 percent / MeOH; NaH / toluene / 4 h / Heating 5: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating 6: CAN / acetonitrile; H2O / 0.5 h / 20 °C 7: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C 8: Cs2CO3 / o-xylene / 20 h / 130 °C 9: 99 mg / TFA / CH2Cl2 / 0.25 h View Scheme

1: Na2CO3 / CH2Cl2 / 0.5 h 2: 8.36 g / EtONa / ethanol / 0.5 h / Heating 3: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h 4: 79 percent / MeOH; NaH / toluene / 4 h / Heating 5: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating 6: CAN / acetonitrile; H2O / 0.5 h / 20 °C 7: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C View Scheme

1: Na2CO3 / CH2Cl2 / 0.5 h 2: 8.36 g / EtONa / ethanol / 0.5 h / Heating 3: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h 4: 79 percent / MeOH; NaH / toluene / 4 h / Heating 5: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating 6: CAN / acetonitrile; H2O / 0.5 h / 20 °C View Scheme