sodium hydroxide; tert-butyl alcohol T=20°C;

1.1: n-BuLi / hexane; diethyl ether / 3 h / -78 °C 1.2: 67 percent / tetrahydrofuran; hexane; diethyl ether / 20 °C 2.1: 97 percent / HCl gas / methanol; benzene / 1 h 3.1: 76 percent / AgBF4; CH3Cl / CH2Cl2 / Heating 4.1: N2O4; NaOAc / CCl4 / -20 - 20 °C 5.1: 421 mg / t-BuOK / tetrahydrofuran 6.1: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 7.1: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme

1.1: n-BuLi / hexane; diethyl ether / 3 h / -78 °C 1.2: 67 percent / tetrahydrofuran; hexane; diethyl ether / 20 °C 2.1: 97 percent / HCl gas / methanol; benzene / 1 h 3.1: 76 percent / AgBF4; CH3Cl / CH2Cl2 / Heating 4.1: N2O4; NaOAc / CCl4 / -20 - 20 °C 5.1: 421 mg / t-BuOK / tetrahydrofuran 6.1: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 7.1: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme

1: 76 percent / AgBF4; CH3Cl / CH2Cl2 / Heating 2: N2O4; NaOAc / CCl4 / -20 - 20 °C 3: 421 mg / t-BuOK / tetrahydrofuran 4: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 5: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme

1: 97 percent / HCl gas / methanol; benzene / 1 h 2: 76 percent / AgBF4; CH3Cl / CH2Cl2 / Heating 3: N2O4; NaOAc / CCl4 / -20 - 20 °C 4: 421 mg / t-BuOK / tetrahydrofuran 5: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 6: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme

1: N2O4; NaOAc / CCl4 / -20 - 20 °C 2: 421 mg / t-BuOK / tetrahydrofuran 3: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 4: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme

1: 20 percent / CuI; (PPh3)2PdCl2; Et3N / 35 °C 2: 98 percent / aq. NaOH; t-BuOH / 20 °C View Scheme