CAREER: Synthetic and Mechanistic Development of New Desymmetrization

本研究的重点是中位二元酸酯的手性非酶去对称化反应。该方法以对称双酯的单水解为基础，产生了半酸酯，代表了制备有价值的对映体纯的起始原料的一种极其有效的途径。对映体选择性是通过使用基于奎宁的相转移试剂来实现的，并且在制药工业中可能具有普遍的用途。Niwayama博士的教育努力将集中在开发一门将工业研究与传统学术化学交织在一起的课程。凭借这一职业奖项，有机和高分子化学项目将支持俄克拉荷马州立大学化学系Satomi S.Niwayama博士的研究和教育努力。Niwayama教授将专注于开发能够选择性地区分包含在同一分子中的两个相同酯基的过程。这一过程将只允许制备可能产生的两种可能的镜像产品中的一种。预计这种方法将是生产制药公司使用的重要化学中间体的一种非常廉价的方式。该奖项的教育活动将集中在课程改进上，并将包括开发一门名为“工业化学”的新课程。

The focus of this research is the chiral, non-enzymatic desymmetrization of meso dicarboxylic esters. The methodology, based on the monohydrolysis of symmetrical diesters, results in the production of half acid esters and represents an extremely efficient entry to the preparation of valuable enantiomerically pure starting materials. Enantioselectivity is achieved by the use of quinine-based phase transfer reagents and may be of general utility within the pharmaceutical industry. Dr. Niwayama's educational efforts will focus on the development of a course that interweaves industrial research with traditional academic chemistry.With this CAREER award, the Organic and Macromolecular Chemistry Program is supporting the research and educational efforts of Dr. Satomi S. Niwayama in the Chemistry Department at Oklahoma State University. Professor Niwayama will focus her work on the development of processes that can selectively distinguish between two identical ester groups contained in the same molecule. The process will allow for the preparation of only one of the two possible mirror image products that could result. The methodology is expected to be a very inexpensive way to produce important chemical intermediates used by pharmaceutical companies The educational activities of the award will center on curriculum improvement and will include the development of a new course entitled "Industrial Chemistry."