1.1: bromine; triphenylphosphine / dichloromethane / 0.5 h / 0 - 5 °C 2.1: copper(l) iodide; potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 12 h / Inert atmosphere 3.1: benzo[1,3,2]dioxaborole / 5 h / 60 °C / Inert atmosphere 3.2: 17 h / 20 °C / Inert atmosphere; Reflux 4.1: potassium hydroxide / water / 1 h / Reflux 5.1: soybean lipoxygenase 1 / 21 - 23 °C / pH 9 / aq. buffer; Enzymatic reaction 5.2: pH 9 / aq. buffer View Scheme