CAREER: Design and Synthetic Applications of New Multicomponent Reactions
职业:新型多组分反应的设计和合成应用
基本信息
- 批准号:0846189
- 负责人:
- 金额:$ 58.14万
- 依托单位:
- 依托单位国家:美国
- 项目类别:Standard Grant
- 财政年份:2009
- 资助国家:美国
- 起止时间:2009-08-01 至 2014-07-31
- 项目状态:已结题
- 来源:
- 关键词:
项目摘要
This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5).The Organic and Macromolecular Chemistry Program in the Chemistry Division at the National Science Foundation supports Professor Jared T. Shaw at the University of California at Davis. He will develop a new paradigm of reactivity that will enable the design and discovery of multicomponent reactions (MCRs). MCRs are reactions that form complex products from simple starting materials in a single operation, which can only emerge from a careful balance of reactivity that allows the successive bond-forming events to proceed in sequence. Among these reactions, the most valuable are those in which each of the components can be varied independently of the others. Professor Shaw has discovered a new four component reaction (4CR) that forms gamma-lactams in high yield with two or three stereogenic centers in high diastereoselectivity. Importantly, this "green" reaction takes place in a benign solvent and produces water as the only reaction by-product. This new 4CR forms the basis for a larger research program in this area that is described in the proposal. The studies that are proposed will demonstrate that the reactivity pattern observed has predictive value in the discovery of new reactions. The following outcomes of the proposed line of research are (1) new reactions of unprecedented efficiency for the assembly of heterocyclic compounds with multiple stereogenic centers, and (2) new approaches to the synthesis of complex natural products centered on MCRs for the assembly of core structures.MCRs and the synthesis of natural products targets will form conceptual nodes that can connect different areas of science as well as different sectors of society. Because MCRs offer the opportunity for rapid synthesis of molecules with interesting biological or physical properties, the PI will solicit collaborative projects from other departments that can be executed using this strategy. This approach will allow undergraduate students to learn how to make organic molecules and, more importantly, why their efforts are important to other disciplines. Professor Shaw will work with a high school class on the design and installation of an exhibit at the UC Davis arboretum that highlights the chemical components of medicinal plants native to California. The arboretum will provide an ideal setting for educating the public on the origin of chemical compounds used in medicines and inspire enthusiasm in further study of natural compounds through synthesis. The research and education plans described in the proposal will unite MCRs and chemical synthesis for the purpose of advancing the frontiers of science, educating the next generation of scientists, and connecting with the general public.
该奖项是根据2009年美国复苏和再投资法案(公法111-5)资助的。国家科学基金会化学部的有机化学和高分子化学项目支持加州大学戴维斯分校的Jared T.Shaw教授。他将开发一种新的反应性范例,使多组分反应(MCR)的设计和发现成为可能。MCRS是由简单的起始材料在一次操作中形成复杂产品的反应,只有在仔细平衡反应性后才能使连续的成键事件按顺序进行。在这些反应中,最有价值的是那些其中每一种成分都可以独立于其他成分而变化的反应。肖教授发现了一种新的四组分反应(4CR),该反应高产率地生成具有两个或三个立体中心的高非对映选择性的伽马-内酰胺类药物。重要的是,这种“绿色”反应在一种无害的溶剂中进行,并产生水作为唯一的反应副产物。这一新的4CR构成了提案中描述的这一领域更大规模研究计划的基础。建议的研究将证明,所观察到的反应性模式在发现新反应方面具有预测价值。这一系列研究的成果如下:(1)具有多个立体中心的杂环化合物组装的新反应具有前所未有的效率;(2)以MCRs为核心结构组装的复杂天然产物的合成新方法。MCRs和天然产物靶标的合成将形成连接不同科学领域和社会不同部门的概念节点。由于MCR提供了快速合成具有感兴趣的生物或物理特性的分子的机会,PI将从其他部门征集合作项目,这些项目可以使用这一策略执行。这种方法将使本科生学习如何制造有机分子,更重要的是,为什么他们的努力对其他学科很重要。肖教授将与一个高中班级合作,在加州大学戴维斯分校植物园设计和安装一个展品,突出加州原产药用植物的化学成分。植物园将为公众提供一个理想的环境,教育公众了解用于药物的化合物的来源,并激发人们对通过合成进一步研究天然化合物的热情。提案中描述的研究和教育计划将把MCR和化学合成结合起来,以推进科学前沿,教育下一代科学家,并与普通公众建立联系。
项目成果
期刊论文数量(0)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
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Jared Shaw其他文献
Jared Shaw的其他文献
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{{ truncateString('Jared Shaw', 18)}}的其他基金
Sulfonimidamides: New Frontiers in Stereochemistry and Functionality
磺酰亚胺:立体化学和功能性的新领域
- 批准号:
2247324 - 财政年份:2023
- 资助金额:
$ 58.14万 - 项目类别:
Standard Grant
Beyond Acylation: New Methodology and Mechanistic Studies of Anhydrides for Stereoselective Synthesis
超越酰化:用于立体选择性合成的酸酐的新方法和机理研究
- 批准号:
1764309 - 财政年份:2018
- 资助金额:
$ 58.14万 - 项目类别:
Continuing Grant
SusChEM: Beyond Acylation: New Methodology and Mechanistic Studies of Anhydrides for Stereoselective Synthesis
SusChEM:超越酰化:酸酐立体选择性合成的新方法和机理研究
- 批准号:
1414298 - 财政年份:2014
- 资助金额:
$ 58.14万 - 项目类别:
Standard Grant
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