Development and Study of Enzyme Functional Mimics

新型金属催化工艺的发展对立体选择性有机合成具有重要意义 合成以及我们对基础有机金属化学的理解。什么时候有用新的 催化过程能够在低催化剂负载量、室温下直接进行 市售材料，它们可以作为全合成工作的关键，也可以作为 生产基本有机砌块的有效途径。这些设计的催化反应 标准是拟议研究的主题。其中描述的是一个针对 引入广泛的新的和有用的催化转化，这些转化是创造 立体异构碳硼键。核心转化是催化烯烃二硼化反应 它提供了一种合成用途广泛的邻二硼中间体。除了开发这个流程之外， 我们的目标是开发二硼加合物的合成用途，从而获得一系列丰富的手性官能化化合物 化合物可以以不对称方式从不饱和底物中获得。 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 并提高反应范围。 (2) 基于涉及 C-B 转换的级联序列开发复杂性生成反应 债券为 C-X 债券。 (3)开发由前手性丙二烯的二硼化引发的合成方法。 (4) 开发有效催化对映选择性氢化的手性配体结构 乙烯基硼酸盐。

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 .