We present extensive spectral and chiroptical data on the pure and crystalline lycopene diepoxides 1-3 and glycols 69. A first synthetic approach to 1-9 with (+)-malic acid as starting material afforded 30 as a complex mixture of isomers (Scheme I). 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 'H-NMR and UVjVIS ...