Development and Study of Enzyme Functional Mimics

新型金属催化方法的发展对立体选择性有机合成具有重要意义 也有助于我们理解基本的有机金属化学。当有用的新 催化过程能够在低催化剂负载量、室温和直接在 商业上可获得的材料，它们可以作为全合成努力的关键，也可以作为 生产基本有机建筑单元的有效途径。具有这些设计的催化反应 标准是拟议研究的主题。其中描述的是一个程序， 介绍了广泛的新的和有用的催化转化，这是创造 立体碳硼键。中心转化是催化烯烃二硼化反应 其提供了合成通用的邻位二硼中间体。除了发展这一进程外， 我们的目标是开发二硼加合物的合成用途，使得丰富的手性官能化的 化合物可以以不对称方式从不饱和底物获得。 具体目标是： (1)开发模块化P-N配体支架，并利用它们开发不对称诱导模型 提高反应范围。 (2)基于涉及C-B转化的级联序列开发复杂性生成反应 C-X键。 (3)发展由前手性联烯的二硼化引发的合成方法。 (4)开发手性配体结构，有效地催化对映选择性氢化 乙烯基硼酸酯。

Development of novel metal-catalyzed processes has significant implications for stereoselective organic synthesis and also for our understanding of fundamental organometallic chemistry. When useful new catalytic processes are able to proceed at low catalyst loading, at room temperature and directly on commercially available materials, they can serve as a linchpin for total synthesis efforts and also as an efficient route to the production of basic organic building blocks. Catalytic reactions with these design criteria are the subject of the proposed research. Described within, is a program directed towards introducing a broad range of new and useful catalytic transformations which are the creation of stereogenic carbon-boron bonds. The centerpiece transformation is a catalytic alkene diboration reaction which provides a synthetically versatile vicinal diboron intermediate. In addition to developing this process, we aim to develop the synthetic utility of the diboron adducts such that a rich array of chiral functionalized compounds may be accessed from unsaturated substrates in an asymmetric fashion. Specific Aims are: (1) Develop modular P-N ligand scaffolds and employ them to develop a model for asymmetric induction and to improve reaction scope. (2) Develop complexity-generating reactions based on cascade sequences that involve conversion of C-B bonds to C-X bonds. (3) Develop synthetic methods that are initiated by diboration of prochiral allenes . (4) Develop chiral ligand structures that are effective for the catalytic enantioselective hydrogenation of vinylboronates .