Cascade Catalysis and its Application Towards the Synthesis of Bioactive Compound

项目描述（由申请人提供）：本项目的目标是发现和发展涉及n -杂环碳催化剂的新型级联反应。目前，研究人员发现了一种新的Michael- Benzoin级联反应，该反应具有高收率和优异的非对映选择性和对映选择性，可生成功能化环戊酮。这个级联反应使用仲胺催化剂和我们实验室开发的手性三唑盐。与传统的双反应方案相比，使用这种级联方法可以获得更高的收率和选择性。此外，该方法已应用于月桂素IV的合成。该化合物已在几种文化的民间药物中使用。我们相信，使用这种新的级联方法可以实现这种化合物的简明和选择性合成。这条合成路线将有助于合成相关的、具有生物活性的化合物。从这个反应的发展中获得的知识将被应用于发现新的级联反应。这一领域的成就将导致快速、有效地合成具有重要药用价值的化合物。

DESCRIPTION (provided by applicant): The goal of this project is the discovery and development of new cascade reactions involving N-heterocyclic carbene catalysts. Currently, research has led to the discovery of a new Michael- Benzoin cascade for the formation of functionalized cyclopentanones in high yield and excellent diastereoselectivity and enantioselectivity. This cascade reaction uses both a secondary amine catalyst and a chiral triazolium salt developed in our labs. Higher yields and selectivity are achieved using this cascade methodology as opposed to a traditional, two-reaction protocol. In addition, this methodology has been applied towards the synthesis of Crescentin IV. This compound has been used in folk medicines of several cultures. We believe a concise and selective synthesis of this compound can be achieved using this new cascade methodology. This synthetic route should lend itself to the syntheses of related, bioactive compounds. The knowledge gained from the development of this reaction will then be applied to the discovery of new cascade reactions. Accomplishments in this field will then lead to the quick, efficient syntheses of medicinally important compounds.