1.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C 1.2: tetrahydrofuran / 0.5 h / -78 °C 2.1: NaHCO3; N-bromosuccinimide / tetrahydrofuran / 5 h / -78 - 20 °C 3.1: 5.2 g / aq. NH4Cl / tetrahydrofuran / 16 h / 20 °C View Scheme

1.1: 100 percent / triethylamine / CH2Cl2 / 2.5 h / 0 - 20 °C 2.1: 96 percent / ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C 3.1: 58 percent / pyridinium hydrochloride / benzene / 16 h / Heating 4.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C 4.2: tetrahydrofuran / 0.5 h / -78 °C 5.1: NaHCO3; N-bromosuccinimide / tetrahydrofuran / 5 h / -78 - 20 °C 6.1: 5.2 g / aq. NH4Cl / tetrahydrofuran / 16 h / 20 °C View Scheme

1.1: 58 percent / pyridinium hydrochloride / benzene / 16 h / Heating 2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C 2.2: tetrahydrofuran / 0.5 h / -78 °C 3.1: NaHCO3; N-bromosuccinimide / tetrahydrofuran / 5 h / -78 - 20 °C 4.1: 5.2 g / aq. NH4Cl / tetrahydrofuran / 16 h / 20 °C View Scheme

1.1: 96 percent / ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C 2.1: 58 percent / pyridinium hydrochloride / benzene / 16 h / Heating 3.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C 3.2: tetrahydrofuran / 0.5 h / -78 °C 4.1: NaHCO3; N-bromosuccinimide / tetrahydrofuran / 5 h / -78 - 20 °C 5.1: 5.2 g / aq. NH4Cl / tetrahydrofuran / 16 h / 20 °C View Scheme