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.

通过该项目，加州大学戴维斯分校的Jared Shaw教授在可持续的化学，工程和材料（Suschem）倡议（化学综合计划，化学部门）的资金下资助，旨在以最大化可持续性的方式制定新的策略，以最大程度地组装复杂的有机分子。实验室实验将利用计算化学在新反应的设计和开发中的预测能力。该项目将使有机分子的合成可能最终成为具有有用特性的新药物或其他材料，同时最大程度地减少对许多当前技术相关的环境的负面影响。该项目集中在利用酸酐的潜力上充当核透明质的潜力，并可以使复杂的有机分子与很少的副产物合成。这些转变通过在没有其他试剂的情况下或在有机催化剂的帮助下发生在中期条件下发生的，这是过渡金属催化剂的良性替代品。这些新转化产生新有机体系结构的能力将在源自植物的凝胶质物种的天然产品中证明。天然产品为该项目的研究和外展提供了过度骑行的主题。除了成为研究的最终目标之外，作为药物的化学物质特性的证明使这项研究能够在许多层面上与公众建立联系。以自然产品为中心的外展活动包括一家年度科学咖啡馆，以吸引公众，当地高中学生访问加州大学戴维斯分校植物园，并参加盲人和视力障碍（BVI）初中和高中生的年度化学营地。