Abstract
In this thesis, we investigate the synthesis of the core structure 66 of the natural products xestoquinone (1) and halenaquinone (3). First, we chose enone 69 as starting material, which underwent oxidations, iodination and O-alkylation with side chain 84 afforded compound 68. The compound 67 was obtained via intramolecluar radical cyclization, and then followed by aromatization to give diene 86. Finally, the crucial intermediate 66 was obtained by ring closing metathesis using catalyst 92. The total yield from enone 69 to compound 66 is 19.3%. In the future, compound 66 could be used for the total synthesis of xestoquinone (1) and halenaquinone (3)