Strategy Driven Synthesis of Complex Alkaloids

在化学系化学合成项目的支持下，加州大学伯克利分校的Thomas Maimone教授将研究新的合成策略，以构建复杂的含氮分子。这项工作的核心是识别强大的简化转换，可以导致生产具有高整体效率的拓扑独特的目标分子。为该计划选择的目标挑战了当前复杂分子合成的最新技术。这些努力的结果预计将在有机化学合成的社会重要领域产生积极影响，有机化学合成用于生产药物，农用化学品和工业材料。这项工作还将为将来成为这些领域科学家的研究生提供智力刺激训练。此外，这笔赠款还为湾区小学生和当地社区大学的转校生提供了广泛的科学服务。Maimone教授正在研究复杂生物碱的合成，这些生物碱和桃金娘素家族成员具有重要的生物学特性和不同寻常的分子结构。多年来，这些生物合成的神秘分子作为有机化学合成的目标已被证明具有挑战性。Maimone教授的工作将产生新的策略来构建具有挑战性的C-C键和卤化Sp3立体中心，并将提出使用小环化试剂形成环的新方法。这项工作不仅将推动合成科学的发展，而且可以为进一步的科学研究提供大量稀有天然产物的构建。作为该项目的一部分，Maimone教授也在培训他的同事，并为他们在化学工业和学术界的职业生涯做好准备。该奖项反映了美国国家科学基金会的法定使命，并通过使用基金会的知识价值和更广泛的影响审查标准进行评估，被认为值得支持。

With the support of the Chemical Synthesis program in the Division of Chemistry, Professor Thomas Maimone of the University of California, Berkeley will study new synthetic strategies for the construction of complex, nitrogen-containing molecules. At the core of this work is the identification of powerfully simplifying transformations that can lead to the production of topologically unique target molecules with high overall efficiency. The targets chosen for this program challenge the current state-of-the-art in complex molecule synthesis. Results of these endeavors are expected to have a positive impact across the societally important field of organic chemical synthesis which is used to produce medicines, agrochemicals, and materials industrially. This work will also serve as intellectually stimulating training for graduate students who will become future scientists in these fields. Moreover, this grant enables wide-reaching science-focused outreach for Bay Area elementary school students as well as local community college transfer students. Professor Maimone is studying complex alkaloid syntheses of members of the caulamidine and myrmicarin families which have important biological properties and unusual molecular architectures. These biosynthetically mysterious molecules have proven challenging as targets for organic chemical synthesis for many years. Professor Maimone’s work will generate new strategies to construct challenging C–C bond linkages and halogenated Sp3 stereocenters and will also put forth new methods for ring formation using small annulation reagents. This work will not only advance the science of synthesis but allow for the construction of ample quantities of rare natural products for further scientific study. As a part of this project, Professor Maimone is also training his coworkers and preparing them for careers in chemical industries and academia.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.