New Technologies Based on Organocopper Chemistry

这项工作的主题是利用铜(I)配合物催化各种不对称有机反应。大多数提出的化学涉及催化使用不对称连接的铜氢化或烷基配合物。铜氢化物将用于酮的不对称硅氢化反应和1,4-还原-金属转化方案，用于将α， β不饱和酮转化为z -硼烯醇酯。铜烷基配合物将主要用于醛的不对称1,2加成和影响外消旋环氧化物的烷基化动力学拆分。通过这个奖项，有机和大分子化学项目支持加州大学圣巴巴拉分校化学系Bruce H. Lipshutz博士的研究。Lipshutz博士将致力于开发能够催化多种化学反应的铜配合物。大多数铜催化的碳氢和碳碳键形成反应产生的分子都是手性的（有两个不可重叠的镜像），并且只能形成两种可能形式中的一种（单一对映体）。这类反应的发展是当今制药工业面临的最重要问题之一。这些在铜中具有催化作用的转化可能适用于精细化学品和药品的大规模生产。在这项工作过程中训练的学生将获得制药和特种化学品行业所需的技能，这些行业现在生产许多单一对映体化合物。

The main theme of this work is the use of copper (I) complexes to catalyze a variety of asymmetric organic reactions. Most of the proposed chemistry involves the catalytic use of asymmetrically ligated copper hydride or alkyl complexes. The copper hydrides will be used for asymmetric hydrosilylation of ketones and a 1,4-reducation-transmetallation protocol for converting alpha, beta unsaturated ketones into Z-boron enolates. The copper alkyl complexes will be used primarily for asymmetric 1,2 additions to aldehydes and to effect alkylative kinetic resolution of racemic epoxides.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Bruce H. Lipshutz of the Department of Chemistry at the University of California at Santa Barbara. Dr. Lipshutz will work on the development of copper complexes capable of catalyzing a number of chemical reactions. Most of these copper catalyzed carbon-hydrogen and carbon-carbon bond forming reactions produce molecules which are chiral (have two nonsuperimposable mirror images) and make only one of the two possible forms (a single enantiomer). Development of this family of reactions is one of the most important problems facing the pharmaceutical industry today. These transformations which are catalytic in copper may be amenable to large scale production of fine chemicals and pharmaceuticals. Students trained during the course of this work will gain skills needed by the pharmaceutical and speciality chemicals industries which now produce a number of single enantiomer compounds.