New Methods for Construction of Enantiomerically Enriched Tertiary Alcohols via Nucleophilic Reactions of Enediolates

密歇根大学的John P. Wolfe教授得到了化学系化学合成项目的支持，开展了关于开发叔α-羟基酯立体控制组装的新化学反应的研究。这些官能团存在于许多生物活性分子中，也是复杂分子合成的重要组成部分。研究的重点是发明新的技术，以产生反应性的烯二醇酯和烯二醇酯的新的亲核反应的研究，用于制备含有1-2个季立体中心的分子。此外，本研究还致力于利用亲核烯二醇盐与碳中心亲电试剂之间的新型碳-碳键形成反应来合成复杂的碳环和杂环分子。这些新的反应将提供有价值的有机化合物，不能很容易地在一个立体控制的方式与现有的方法制备。新反应的发展使化学家能够缩短合成序列，节省时间，金钱和自然资源。这最终将使社会受益，以负担得起的成本和环境友好的方式提供重要的化学品，如药品。这项研究将导致具有已知效用的化合物的简化路线，并且还将获得用现有方法无法容易制备的新化合物。这将为发现新的、有用的分子提供许多机会，这些分子在制药、农用化学品或材料等领域具有应用。上述研究还将为研究生和本科生提供良好的培训，他们将掌握有机合成和合成方法开发的概念和技能。完成培训后，这些学生将有能力进入劳动力市场，成为工业，政府或学术实验室的生产科学家。

Professor John P. Wolfe of the University of Michigan is supported by the Chemical Synthesis Program in the Division of Chemistry to carry out research on the development of new chemical reactions for the stereocontrolled assembly of tertiary alpha-hydroxy esters. These functional groups are found in many biologically active molecules as well as important building blocks for complex molecule synthesis. The research is focused on the invention of new techniques to generate reactive enediolates and the investigation of new nucleophilic reactions of enediolates for the preparation of molecules that contain 1-2 quaternary stereocenters. In addition, the research is also directed towards the utilization of new carbon-carbon bond-forming reactions between nucleophilic enediolates and carbon-centered electrophiles for the synthesis of complex carbocyclic and heterocyclic molecules. These new reactions will provide access to valuable organic compounds that cannot easily be prepared in a stereocontrolled fashion with existing methods. The development of new reactions allows chemists to shorten synthetic sequences, saving time, money, and natural resources. This ultimately benefits society by providing important chemicals such as pharmaceuticals at an affordable cost and in an environmentally friendly manner. This research will lead to streamlined routes to compounds with known utility, and will also give access to new compounds that cannot be easily prepared with existing methods. This will afford many opportunities for the discovery of new, useful molecules with applications in fields such as pharmaceuticals, agrochemicals, or materials. The research described above will also provide excellent training to both graduate and undergraduate students, who will master concepts and skills in organic synthesis and synthetic methods development. Upon completion of their training, these students will be well positioned to enter the workforce as productive scientists in industrial, government, or academic laboratories.