Chiral Halenium Ions for Enantioselective Chemical Processes

该项目的目的是开发能够以手性方式传递卤离子（如氯离子、溴离子和碘离子）的试剂，从而使所得产物对映体富集。 从历史上看，由于各种原因，该目标尚未取得巨大成功，最重要的是因为卤离子是反应性的并且难以螯合，因此背景反应与“协调的”卤离子递送有效竞争。 尽管如此，最近在主要研究者的实验室中的成功已经导致开发了用于驯服卤离子用于卤代内酯化化学的策略，该卤代内酯化化学提供了高产率和高对映体过量的产物。 这一早期的成功将被扩展到一个假设驱动的方式，手性卤离子的应用到大量的其他反应。 有了这个奖项，化学合成计划正在支持密歇根州立大学化学系的Babak Borhan教授的研究。 Borhan教授的研究工作围绕着开发新的对映体选择性方法，这些方法简单，绿色，经济可行。 这项工作的结果将扩大对映选择性反应的剧目，以产生重要的生物活性剂和药物的合成产品。

The aim of this project is to develop agents capable of delivering halenium ions such as chloride, bromide, and iodide, in a chiral fashion, such that the products obtained are enantiomerically enriched. Historically, this goal has not been met with great success for a variety of reasons, most importantly because of the fact that halenium ions are reactive and difficult to sequester, and thus background reactions compete effectively with "coordinated" halenium delivery. Nonetheless, recent success in the principal investigator's laboratory has led to the development of a strategy for taming the halenium ion for the halolactonization chemistry that affords products in high yield and high enantiomeric excess. This early success will be extended in a hypothesis driven manner for the application of chiral halenium ions to a large number of other reactions. With this award, the Chemical Synthesis program is supporting the research of Professor Babak Borhan of the Department of Chemistry at Michigan State University. Professor Borhan's research efforts revolve around the development of new enantio-selective methodologies that are facile, green, and economically feasible. The result of this work will expand the repertoire of enantioselective reactions to yield products of importance for the synthesis of biologically active agents and pharmaceuticals.