Enantioselective Reactions with Amide Electrophiles Utilizing Transition-Metal Catalysis

利用过渡金属催化与酰胺亲电子试剂进行对映选择性反应

基本信息

批准号：
10607332
负责人：
Arismel Tena-Meza
金额：
$ 4.23万
依托单位：
UNIVERSITY OF CALIFORNIA LOS ANGELES
依托单位国家：
美国
项目类别：
财政年份：
2023
资助国家：
美国
起止时间：
2023-04-01 至 2026-09-30
项目状态：
未结题

项目摘要

Project Summary/Abstract Organic synthesis plays a crucial role in the development of small molecule therapeutics. New methodologies that allow for the introduction of defined stereocenters and difficult-to-access motifs, such as quarternary stereocenters, are particularly desirable. Moreover, there is growing interest in the use of unconventional synthetic building blocks to generate such complexity, as the use of uncommon starting materials provides new strategies and retrosynthetic disconnections that may prove broadly useful. The proposed research involves the use of amides in transition metal-catalyzed reactions to generate enantioenriched products bearing quaternary stereocenters. Although amides have historically been avoided as synthetic building blocks, they have recently been employed in transition metal-catalyzed reactions that proceed via C–N bond activation. However, amide cross-coupling methods that make quaternary stereocenters are rare and no catalytic enantioselective examples have been reported. The success of the proposed studies would push the limits of known amide cross- coupling methodology, provide methods to access defined quaternary stereocenters, and offer new strategies for synthetic chemists to utilize in the construction of drugs and complex molecules.

项目概要/摘要有机合成在小分子疗法的发展中起着至关重要的作用。允许引入定义的立体中心和难以访问的基序的方法，此外，人们对四元立构中心的兴趣日益浓厚。使用非常规的合成构建块来产生如此复杂的效果，例如使用不常见的起始材料提供了新的策略和逆合成断开，这可能被广泛证明有用。拟议的研究涉及在过渡金属催化反应中使用酰胺生成带有四元立构中心的对映体富集产物，尽管酰胺具有。历史上一直避免将它们作为合成构件，但最近它们已被用于转型通过C-N键活化进行的金属催化反应然而，酰胺交叉偶联。制造四元立构中心的方法很少，并且没有催化对映选择性的例子据报道，拟议研究的成功将突破已知酰胺交叉的极限。耦合方法，提供访问定义的四元立构中心的方法，并提供新的合成化学家用于构建药物和复杂分子的策略。