1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere 1.2: 3 h / -40 - -10 °C / Inert atmosphere 2.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Reflux; Inert atmosphere 2.2: 6 h / -78 - -35 °C / Inert atmosphere 2.3: -35 °C / Inert atmosphere 3.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 4.1: sodium hydrogencarbonate / water; tetrahydrofuran 4.2: 20 °C 5.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C 6.1: hydrogen; acetic acid / palladium 10 on activated carbon / ethanol / 20 °C / 760.05 Torr 6.2: pH 10 View Scheme

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere 1.2: 3 h / -40 - -10 °C / Inert atmosphere 2.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Reflux; Inert atmosphere 2.2: 6 h / -78 - -35 °C / Inert atmosphere 2.3: -35 °C / Inert atmosphere 3.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 4.1: sodium hydrogencarbonate / water; tetrahydrofuran 4.2: 20 °C 5.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C View Scheme

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere 1.2: 3 h / -40 - -10 °C / Inert atmosphere 2.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Reflux; Inert atmosphere 2.2: 6 h / -78 - -35 °C / Inert atmosphere 2.3: -35 °C / Inert atmosphere 3.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 24 h / 20 °C 5.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C View Scheme

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere 1.2: 3 h / -40 - -10 °C / Inert atmosphere 2.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Reflux; Inert atmosphere 2.2: 6 h / -78 - -35 °C / Inert atmosphere 2.3: -35 °C / Inert atmosphere 3.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 24 h / 20 °C View Scheme