Chiral Pyridines for Catalytic Organic Transformation

用于催化有机转化的手性吡啶

• 批准号: 1152850
• 负责人: Norito Takenaka
• 金额: $ 39万
• 依托单位: University of Miami
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2012
• 资助国家: 美国
• 起止时间: 2012-02-15 至 2014-10-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1152850&HistoricalAwards=false
• 关键词: Chiral; Pyridines; Catalytic; Organic; Transformation

With this award, the Chemical Synthesis Program is funding Professor Norito Takenaka of the University of Miami to develop asymmetric organocatalytic methods for carbon-carbon bond forming reactions including ketimine allylation and crotylation, periselective nitroalkene Diels-Alder reactions, and Claisen rearrangements. These asymmetric reactions will be promoted by chiral Lewis base catalysts or Brønsted acid catalysts, which are based on previously unexplored 1-azahelicenes. Studies emphasizing understanding helicene-derived catalyst structures, reactivity and selectivity will also be undertaken to enhance mechanistic understanding.Broader impacts include the rigorous training of undergraduate and graduate students in modern asymmetric synthesis, and broadening participation through the inclusion of researchers at the University of Miami from groups that have historically been underrepresented in sciences. The scientific broader impacts include the development of a fundamentally new class of chiral catalysts with advantages in efficiency, economy, and environmental friendliness over stoichiometric chiral reagents. Such advances are expected to benefit the basic synthetic research community, as well as the pharmaceutical and agricultural industries that rely upon methods to access enantio-enriched small organic molecules. The ease of handling these bench-stable catalysts adds to their likely impact upon industrial and academic science.

有了这个奖项，化学合成计划正在资助迈阿密大学的Norito Takenaka教授开发用于碳-碳键形成反应的不对称有机催化方法，包括酮亚胺烯丙基化和巴豆酰化，近选择性硝基烯烃Diels-Alder反应和Claisen重排。 这些不对称反应将通过手性刘易斯碱催化剂或布朗斯台德酸催化剂来促进，所述催化剂基于先前未探索的1-氮杂螺烯。 此外，还将开展研究，重点是了解螺旋烯衍生催化剂的结构、反应性和选择性，以加强对机理的理解。更广泛的影响包括对本科生和研究生进行现代不对称合成方面的严格培训，并通过纳入迈阿密大学的研究人员来扩大参与，这些研究人员来自历史上在科学领域代表性不足的群体。科学更广泛的影响包括开发一种全新的手性催化剂，其效率，经济和环境友好性优于化学计量手性试剂。 这些进展预计将有利于基础合成研究界，以及依赖于获得对映体富集的小有机分子的方法的制药和农业行业。 这些工作台稳定的催化剂易于处理，增加了它们对工业和学术科学的可能影响。