Synthesis Of Natural Products Taiwaniaquinone H And Dichroanone And Taiwaniaquinol B

Tricyclic diterpenoids is currently one of the the largest class compounds which have been found in terpenoids. And this kind of nature compounds have a variety of rich chemical structure, various biological activity and important medicinal value. Many of [6-5-6] ABC tricyclic scaffold are extremely rate at the nature products of aromatic tricyclic diterpenoid. In order to make the further understanding of the structure and construction strategy of [6-5-6] ABC tricyclic scaffold, this project design and synthesize the nature products of taiwaniaquinone H, dichroanone, taiwaniaquinol B which have the special structure of [6-5-6] ABC tricyclic scaffold.Firstly, we concern the discovery, separation, biological activity and structure characteristic of the nature products which have the special structure of [6-5-6] ABC tricyclic scaffold. According to the classify of the related report about the total synthetic strategy of this nature product, further study has been developed of these five construction strategy of [6-5-6] ABC tricyclic scaffold.Secondly, by the retrosynthetic analysis of taiwaniaquinone H, dichroanone, taiwaniaquinol B, the A-AC-ABC model is utilized in the synthesis of [6-5-6] ABC tricyclic scaffold. A strategy of a one-pot thermal ring expansion/4π-electrocyclization process has been applied in the total synthesis of taiwaniaquinone H, which has been accomplished in three steps and 14% overall yield in a protecting-group-free manner starting from four kinds of commercially available materials.In addition, we have explored and screened the synthesis conditions of the natural products of taiwaniaquinol B and dichroanone. Although we have not synthesized, this will lay the foundation for the subsequent synthesis of taiwaniaquinol B and dichroanone.