Total Synthetic Studies of Two Marine Sesquiterpene Natural Products
| Autor: | Yi-Lin Su, 蘇羿霖 |
|---|---|
| Rok vydání: | 2008 |
| Druh dokumentu: | 學位論文 ; thesis |
| Popis: | 96 The current thesis is about the total synthetic studies of neolemnane (1) and neolemnanyl acetate (2), two natural sesquiterpenes isolated from marine source. As our synthetic strategy, an intermolecular Diels-Alder reaction between dienophile 24 and diene 25 was used as a key operation to allow the rapid construction of the 8,6-fused bicyclic skeleton of 1 and 2. The complete facial- and regioselectivity of this reaction are discussed in detailed. It is also deserved to be mentioned that 24 and 25 were both readily prepared by the well established synthetic routes. From the adduct 26, the required C-13 methyl group was then installed via a reductive methylation tactic to give the formation of intermediate 27.The steric relationship between C-15 and C-13 methyl groups was subsequently manipulated into a correct sense through a three-step synthetic operation. Currently, compound 39 has been obtained an advanced intermediate in our studies, and the further modification of it into the final targets is ongoing in our group. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
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