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

Optically Active Lycopene Epoxides and Lycopene Glycols: Synthesis and Chiroptical Properties We 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.