Optisch aktive Lycopin‐epoxide und Lycopin‐glycole: Synthesen und chiroptische Eigenschaften

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Optically Active Lycopene Epoxides and Lycopene Glycols: Synthesis and Chiroptical PropertiesWe present extensive spectral and chiroptical data on the pure and crystalline lycopene diepoxides 1–3 and glycols 4–9. A first synthetic approach to 1–9 with (+)‐malic acid as starting material afforded 30 as a complex mixture of isomers (Scheme 1). Pure stereoisomers 1–9 were obtained using the enantiomerically pure epoxygeraniol 31 as starting material (Scheme 2). Differentiation of the (5Z)‐from the (all‐E)‐isomers by 1H‐NMR and UV/VIS alone is very difficult.