New Synthetic Strategies for the Construction of Complex Molecules: Organoruthenium Based Approaches

该项目的重点是利用有机钌配合物独特的化学反应性，立体控制地构建与各种生物碱天然产物相关的多环杂环化合物。将探索η-6-芳烃钌（II）配合物的化学，目的是开发新的化学计量以及催化合成应用。螺环化反应将被开发和扩展到手性氮杂螺环配合物，导致一般的合成方法的spirostaphylotrichins，真菌代谢产物的一个子类，具有降脂活性。此外，本课程亦会探讨与多种生物活性化合物有关的含四氢异喹啉三环系统的研究方法，以及将新方法应用于石蒜科生物碱，特别是石蒜烷和甲氧吗啡啶的研究。密苏里州圣路易斯大学化学系的克里斯托弗·皮格说。Pigge教授的研究工作围绕着发现，开发和利用碳和金属原子之间含有键的化合物所产生的新反应。这样的有机金属化合物为合成复杂有机分子以及制备在没有金属原子干预的情况下几乎不可接近的分子提供了有效的方法。

This project is focused on exploiting the unique chemical reactivity of organoruthenium complexes for the stereocontrolled construction of polycyclic heterocyclic compounds related to various alkaloid natural products. The chemistry of eta-6-arene ruthenium(II) complexes will be explored, with the aim of developing novel stoichiometric as well as catalytic synthetic applications. Spirocyclization reactions will be developed and expanded to chiral azaspirocyclic complexes, leading to general synthetic approaches to the spirostaphylotrichins, a subclass of fungal metabolites possessing lipid-lowering activity. Routes to tetrahydroisoquinoline-containing tricyclic ring systems related to a variety of biologically active compounds and the application of the new methodologies to Amaryllidaceae alkaloids, particularly of the crinane and methanomorphanthridine families, will also be explored.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor F. Christopher Pigge, of the Department of Chemistry at the University of Missouri - St. Louis. Professor Pigge's research efforts revolve around the discovery, development, and exploitation of novel reactions effected by compounds containing bonds between carbon and metal atoms. Such organometallic compounds offer promise for efficient approaches for the synthesis of complex organic molecules as well as the preparation of molecules that are virtually inaccessible in the absence of metal atom intervention.