Synthesis of the Core Structure of Sungeidine Natural Products

在项目的过程中，一个合成的路线，以进入sungeidine天然产品的核心是有意的。sungeidine是一类由微生物合成的基因簇产生的次生代谢物。由于动力霉素类型的相关生物合成烯-二因前体具有有趣的药理学特性，因此其次级代谢物也被认为可能表现出新的生物活性特性。作为关键步骤，将开发一种新的(4+2)-环加成反应（Diels-Alder反应），用于原位生成和迄今为止尚未开发的氧吡啶离子与活化的二烯反应。它们的原位生成将依赖于光或电化学方法，以二氢吡啶- 1为前身。此外，还可以获得一种新的合成策略来获得（低聚）取代吡咯烷酮，它代表了在各种化合物类别中发现的常见杂环基序。一旦这种合成策略的可行性被证明可以合成sungeidine核心，改变不同的起始材料就可以合成不同的sungeidine。

In the course of the project, a synthetic route to access the core of sungeidine natural products is intended. Sungeidines are a class of secondary metabolites generated by microbial biosynthetic gene clusters from ene-diynes. Because related biosynthetic ene-diyne precursors of the dynemicin-type possess interesting pharmacological properties, secondary metabolites of such are thought to potentially exhibit novel bioactive characteristics too.As key step, a novel (4+2)-cycloaddition (Diels-Alder reaction) will be developed, for which in-situ generated and to this date underexplored oxopyrrolium ions shall be reacted with activated dienes. Their in-situ generation will rely on photo- or electrochemical approaches, in which dihydropyrrol-2-ones serve as predecessors. In addition, a new synthetic strategy to access (oligo)substituted pyrrolidinones, which represent common heterocyclic motifs found in a large variety of compound classes, can be achieved.Once the synthetic strategy’s feasibility for the synthesis of the sungeidine core has been proven, alterations of the different starting materials allow the synthesis of different sungeidines.