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

Article abstract of DOI:10.1002/hlca.19860690114

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.