Asymmetric Umpolung Aldehyde Reactions

不对称醛醛反应

• 批准号: 7285261
• 负责人: Tomislav Rovis
• 金额: $ 21.05万
• 依托单位: COLORADO STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2005
• 资助国家: 美国
• 起止时间: 2005-09-05 至 2009-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7285261
• 关键词: Aldehydes; Alkaloids; Alkenes; Angiogenesis Inhibitors; Antineoplastic Agents; Attention; Biological Factors; Cations; Chemicals; Complex; Electrons; Event; Foundations; Goals; Incentives; Investigation; Kinetics; Nicotinic Receptors; Numbers; Object Attachment; Operative Surgical Procedures; Process; Protons; Reaction; Research; Resolution; Source; Structure; Work; azaspirene; carbene; catalyst; crinamine; design; didehydrostemofoline; functional group; novel; oxidation; stereochemistry; viridin

The proposed work outlines an investigation into the design of processes used to form congested, multiply substituted bonds by taking advantage of a functional group's reversal of polarity. The reactions under investigation will rely on the use of catalytic amounts of a chiral source. Once a foundation for the key reactivity has been laid, we will turn our attention of applying this research to the rapid and stereoselective synthesis of a number of biologically active targets. Azaspirene is a novel angiogenesis inhibitor, a potential target for anti-cancer agents. Asparagamine A is a potent nicotinic acetylcholine receptor antagonist. Its stereochemically dense, polycyclic structure provides an incentive for us to develop a better, more efficient approach to these molecules. Lastly, we hope to develop a general approach to controlling absolute stereochemistry in a subfield of reactions that utilize radicals to form new bonds. Accomplishing this feat would open new vistas in complex molecule assembly that could take advantage of the ability of radicals to sequence multiple chemical transformations in a single step.

拟议的工作概述了通过利用功能群体的极性逆转来形成用于形成拥挤的多重取代键的过程设计的研究。所研究的反应将取决于使用催化量的手性源。一旦奠定了关键反应性的基础，我们将把这项研究应用于许多生物活性靶标的快速和立体选择性合成。偶氮螺旋是一种新型的血管生成抑制剂，这是抗癌剂的潜在靶标。天冬酰胺A是一种有效的烟碱乙酰胆碱受体拮抗剂。它的立体化学密集，多环状结构为我们提供了为这些分子开发更好，更有效的方法的动力。最后，我们希望开发一种一般的方法来控制利用自由基形成新键的反应子场中的绝对立体化学。实现这一壮举将打开复杂分子组件中的新远景，该远景可以利用自由基在单个步骤中对多重化学转化进行序列的能力。