1.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 10 °C / Inert atmosphere 1.2: -78 - -60 °C / Inert atmosphere 1.3: -78 - 10 °C 2.1: sodium tetrahydroborate; methanol / -5 - 0 °C 2.2: -5 - 0 °C / pH 5 - 6 3.1: 2,2'-azo-bisisobutyronitrile / toluene / 80 - 85 °C 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -10 - 0 °C 4.2: -10 - 0 °C 5.1: methyllithium / formaldehyde diethyl acetal; tetrahydrofuran / -70 - -60 °C / Inert atmosphere 5.2: 0.5 h / -50 - -40 °C / Inert atmosphere 5.3: -60 - -50 °C / Inert atmosphere 6.1: hydrogen / palladium 10 on activated carbon / ethyl acetate; water / 60 °C / 3000.3 Torr 7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -70 - -60 °C 7.2: -70 - 0 °C 8.1: trifluoroacetic acid / acetonitrile / 16 h / 15 - 30 °C 9.1: Lipase PS SD / acetone / 22 h / 50 - 60 °C / pH 8 / Enzymatic reaction View Scheme