Natural Product Inspired Synthetic Methods

Pagenkopf小组一直致力于有机合成的四个主要研究领域。我们计划继续发现新的供体-受体环丙烷反应，并探索其在天然产物合成中的应用。我们计划制备的一个关键天然产物是抗癌化合物链霉素B，该方法采用了一种新的策略，即利用环丙烷结合到一个大环中来组装一个吡咯。成功的结果可以广泛适用于合成类似物和其他成员的天才家族。其次，研究开发了以空气为化学计量氧化剂，在绿色条件下由羟基烯烃合成四氢呋喃的新型催化剂。正在研究的一些关键合成靶点包括具有生物活性的天然产物amphiidinolide C和biselide A，它们都具有令人印象深刻的抗癌活性。第三，我们一直致力于新型筒仓的合成和其性质的探索。通过化学合成的结构改性，开发出具有实用功能性能的新材料。第四，我们最近开始探索一类新的供体-受体环丁烷的反应，并计划发现新的反应。

The Pagenkopf group has been engaged in four primary areas of research within organic synthesis. We plan to continue the discovery of new reactions of donor-acceptor cyclopropanes and exploring applications in natural product synthesis. A key natural product we plan to prepare is the anti-cancer compound streptorubin B, and the approach features a new strategy that utilizes a cyclopropane incorporated into a macrocycle to assemble one of the pyrroles. The successful outcome could be broadly applicable to the synthesis of analogs and other members of the prodigiosin family. Secondly, the group has been engaged in the development of new catalysts for the synthesis of tetrahydrofurans (THF’s) from hydroxy olefins under green conditions by utilizing air as the stoichiometric oxidant. Some key synthetic targets under investigation include the biologically active natural products amphidinolide C and biselide A, both of which show impressive anti-cancer activity. And third, we have been engaged in the synthesis of novel siloles and exploration of their properties. Through structural modification by chemical synthesis new materials with useful functional properties are being developed. And forth, we have recently begun exploring the reactions of a new class of donor-acceptor cyclobutanes, and plans to discover new reactions are described. The importance of synthetic chemistry to materials science and the pharmaceutical industry is well understood as synthetic chemistry is a fundamental aspect of these industries, which are important contributors to the Canadian economy. New, useful synthetic methods are required to expand the tool-box of chemical reactions available to the synthetic, medicinal or process chemist. In this proposal, plans have been put forth to develop new chemical transformations which will assist the chemical community in their synthetic endeavors. In addition, an extended knowledge of chemical reactivity will be gained through natural product synthesis. These efforts provide excellent training for careers in the pharmaceutical and related industries. The silole based materials being explored have the potential to directly impact biomedical and environmental chemistry by, for example, aiding in the early detection of disease through improving sensitivity over some existing methods.