Asymmetric Synthesis via Organoboron Compounds

项目摘要 手性、非外消旋分子在有机合成、材料合成和生物合成等领域具有重要意义。 科学和化学生物学。它们对农药和医药也有很高的应用价值 工业，因为手性分子的三维结构允许进入 更广阔的化学空间。因此，催化方法的发展， 能够生成高对映体纯度的手性分子不仅对学术界很重要， 研究，而且制药业和人类健康。 有机硼化合物是有机合成中有用的结构单元。硼基是 适合于各种立体特异性化学转化。更重要的是，空P- 硼原子的轨道可以稳定相邻碳原子中的阴离子或自由基。这 独特的性质促进了许多创新的催化过程的出现， 对映体富集的有机硼酸盐。在这方面，我们小组已经建立了一个研究计划， 以使用有机硼化合物的不对称合成为中心。我们特别致力于解决 在手性分子的对映选择性合成中的挑战， 常规方法。在这个提议中，我们寻求发展催化不对称转化 通过开发α-硼基金属络合物的新反应性使用有机硼化合物， α-硼基。通过与计算化学专家的持续合作，我们 这将进一步加深我们对反应机制的理解，这将指导我们朝着 转化反应设计同时，这些研究将允许获得对映体富集的 这些分子对有机合成有价值，并与药物发现有关。

Project Summary Chiral, nonracemic molecules are highly important in the areas of organic synthesis, material science and chemical biology. They are also of great value to agrochemical and pharmaceutical industries because the three-dimensional structures of chiral molecules allow for the access to broader chemical space in drug discovery. Therefore, the development of catalytic methods that enable the generation of chiral molecules with high enantiopurity is important not only to academic research, but also to pharmaceutical industries, and to human health. Organoboron compounds are useful building blocks in organic synthesis. The boryl group is amenable to a variety of stereospecific chemical transformations. More importantly, the vacant p- orbital of the boron atom can stabilize an anion or a radical in the neighboring carbon atom. This unique property has facilitated the emergence of many innovative catalytic processes to generate enantioenriched organoboronates. In this regards, our group has established a research program centered on asymmetric synthesis using organoboron compounds. We particularly aim to address the challenges in enantioselective synthesis of chiral molecules that are difficult to access by conventional methods. In this proposal, we seek to develop catalytic asymmetric transformations using organoboron compounds by exploiting the novel reactivities of α-boryl metal complexes and α-boryl radicals. Through our continued collaboration with experts in computational chemistry, we will further our understanding of the reaction mechanisms, which will guide us in the direction of transformative reaction design. Meanwhile, the studies will allow for the access to enantioenriched molecules that are valuable for organic synthesis and relevant to drug discovery.