Helvetica chimica acta

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

H Meier, P Uebelhart, CH Eugster

Index: Meier, Heidi; Uebelhart, Peter; Eugster, Conrad Hans Helvetica Chimica Acta, 1986 , vol. 69, p. 106 - 123

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Citation Number: 13

Abstract

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 ...