COMPLEXITY-BUILDING ANNULATION REACTIONS WITH STRAINED RING BUILDING BLOCKS

凭借这一奖项，化学部的化学合成项目资助了北卡罗来纳大学教堂山分校化学系的杰弗里·约翰逊教授，以开发新的催化、对映选择性方法，利用易于获取的应变构建块构建杂环。先前nsf资助的研究揭示了在供体-受体环丙烷和醛之间形成四氢呋喃环状反应的独特机制。从这一点上，其他有用的杂环结构，包括不对称变体，已经实现。迄今为止获得的机理理解有望推动新反应的发现，这些反应可以简单地获得使用现有方法不易获得的结构。研究新的化学供体-受体环丙烷和探索迄今未开发的供体-受体紧张系统的反应活性有望提供一套多样化的反应产物。对有用但未充分利用的“碳作为核”范例的全面探索将导致有用的反应模式。这些领域的实验也将为涉及基态不稳定构建块的转化反应机制的基础研究提供肥沃的土壤。建立一个利用应变环活化构建杂环的通用平台对有机化学家和药物化学家具有重要意义。对供体-受体底物的无数激活模式的探索可能会增强该方法在学术和工业实验室中的采用。研究生同事将熟练掌握广泛的综合和分析技术，可应用于各种问题。通过AVS项目SEED项目继续吸纳学生研究人员，历史上在科学领域代表性不足的少数民族将有机会接触到前沿但易于处理的科学。

With this award, the Chemical Synthesis Program of the Chemistry Division is funding Professor Jeffrey Johnson of the Department of Chemistry at the University of North Carolina at Chapel Hill to develop new catalytic, enantioselective methods for the construction of heterocycles using readily accessible strained building blocks. Prior NSF-funded research has revealed a unique mechanism for tetrahydrofuran-forming annulation reactions between donor-acceptor cyclopropanes and aldehydes. From this point, other useful heterocycle constructions, including asymmetric variants, have been achieved. The mechanistic understanding gained to date is expected to drive the discovery of new reactions that allow simple access to structures not easily reached using existing methods. Examining new chemistry of donor-acceptor cyclopropanes and exploring the reactivity of heretofore unexplored donor-acceptor strained systems is expected to provide a diverse set of reaction products. A complete exploration of the useful yet underutilized "carbon as a nucleofuge" paradigm will lead to useful reaction patterns. Experimentation in these areas will also provide fertile ground for fundamental studies of reaction mechanism in transformations that involve ground state-destabilized building blocks. The development of a general platform for heterocycle construction using strained ring activation is of fundamental importance to organic and medicinal chemists. The exploration of myriad activation modes for the donor-acceptor substrates is likely to enhance adoption of the methodology in academic and industrial laboratories. Graduate student coworkers will become adept at a broad range of synthetic and analytical techniques that can be applied to a variety of problems. Through the continued inclusion of student researchers via the AVS Project SEED program, ethnic minorities that are historically underrepresented in the sciences will have access to cutting edge, yet tractable science.