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
• 负责人: Jared Shaw
• 金额: $ 37.5万
• 依托单位: University of California-Davis
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2014
• 资助国家: 美国
• 起止时间: 2014-08-01 至 2018-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1414298&HistoricalAwards=false
• 关键词: SusChEM; Beyond; Acylation; New; Methodology

With this project, Prof. Jared Shaw of the University of California, Davis, funded under the Sustainable Chemistry, Engineering, and Materials (SusChEM) initiative (Chemical Synthesis Program, Chemistry Division), seeks to develop new strategies for assembling complex organic molecules in ways that maximize sustainability. Laboratory experiments will take advantage of the predictive power of computational chemistry in the design and development of new reactions. This project will enable the synthesis of organic molecules that might eventually become new medicines or other materials with useful properties while minimizing the negative impacts on the environment associated with many current techniques. This project is centered on harnessing the potential of anhydrides to act as nucleophiles and to enable the synthesis of complex organic molecules with few byproducts. These transformations contribute to sustainability by occurring under mild conditions either in the absence of additional reagents or with the assistance of an organocatalyst, which serves as a benign alternative to transition metal-based catalysts. The ability of these new transformations to produce new organic architectures will be demonstrated in the construction of natural products derived from the Gelsimium species of plant. Natural products provide an over-riding theme for both research and outreach in this project. In addition to being an end-goal of the research, demonstrations of the properties of chemicals from plants as medicines enables this research to connect with the general public on many levels. Natural product-centered outreach includes an annual Science Café to engage the general public, field trips for local high school students to the UC Davis Arboretum, and participation in an annual Chemistry Camp for Blind and Visually Impaired (BVI) junior high and high school students.

在可持续化学、工程和材料 (SusChEM) 计划（化学部化学合成计划）的资助下，加州大学戴维斯分校的 Jared Shaw 教授通过该项目寻求开发新的策略，以最大限度地提高可持续性的方式组装复杂的有机分子。实验室实验将利用计算化学的预测能力来设计和开发新反应。该项目将能够合成有机分子，这些分子最终可能成为新药物或其他具有有用特性的材料，同时最大限度地减少与许多现有技术相关的对环境的负面影响。该项目的重点是利用酸酐作为亲核试剂的潜力，并能够合成复杂的有机分子，且副产物很少。这些转化在温和条件下发生，无需额外试剂或在有机催化剂的帮助下，有助于可持续性，有机催化剂是过渡金属基催化剂的良性替代品。这些新的转化产生新的有机结构的能力将在从凝胶植物物种衍生的天然产品的构建中得到证明。天然产品为该项目的研究和推广提供了首要主题。除了作为研究的最终目标之外，展示植物化学物质作为药物的特性使这项研究能够在多个层面上与公众建立联系。以天然产品为中心的推广活动包括每年举办一次吸引公众参与的科学咖啡馆、当地高中生前往加州大学戴维斯分校植物园的实地考察，以及参加为盲人和视障 (BVI) 初中生和高中生举办的年度化学夏令营。