Development of Novel Lewis Base Organocatalysts for Asymmetric Synthesis

用于不对称合成的新型路易斯碱有机催化剂的开发

• 批准号: 2764671
• 金额: --
• 依托单位: Loughborough University
• 依托单位国家: 英国
• 项目类别: Studentship
• 财政年份: 2022
• 资助国家: 英国
• 起止时间: 2022 至 无数据
• 项目状态: 未结题
• 来源: https://gtr.ukri.org/projects?ref=studentship-2764671
• 关键词: Development; Novel; Lewis; Base; Organocatalysts

The aim of the project is to design a new family of chiral Lewis base catalysts for asymmetric crotylation of carbonyl compounds with allyltrichlorosilane reagents to produce branched and linear homoallylic alcohols with high level of enantio- and diastereoselectivity. The crotylation methodology is an important chemical transformation in the field of organic synthesis, however a single-step access to the target compounds remains difficult, requiring the use of stoichiometric chiral reagents. The new catalysts will be able for the first time to combine the ease of preparation with an exceptional reactivity to overcome the limitations of the existing systems in terms of the scope, selectivity and diversity. The power of the new catalysts will be exploited by executing a streamlined enantioselective synthesis of key intermediates towards construction of bioactive analogues of erogorgiaene that showed potent antibacterial activity with a novel mechanism of action.

本项目的目的是设计一种新型的手性刘易斯碱催化剂，用于羰基化合物与烯丙基三氯硅烷试剂的不对称巴豆基化反应，以产生具有高水平的对映体和非对映体选择性的支链和直链高烯丙醇。巴豆酰化方法是有机合成领域中一种重要的化学转化方法，然而一步获得目标化合物仍然很困难，需要使用化学计量的手性试剂。新的催化剂将首次能够将制备的简易性与卓越的反应性联合收割机结合起来，以克服现有系统在范围、选择性和多样性方面的局限性。新催化剂的力量将通过执行关键中间体的流线型对映选择性合成来开发，以构建具有新作用机制的具有生物活性的erogorgiaene类似物，这些类似物显示出有效的抗菌活性。