Cooperative Catalysis: Asymmetric Transformations with Unprotected Heteroatoms under Phase-Transfer Conditions

协同催化：相转移条件下未受保护的杂原子的不对称转化

• 批准号: 290703121
• 负责人: Dr. Martin Pawliczek
• 金额: --
• 依托单位: Department of Organocatalyst Chemistry
• 依托单位国家: 德国
• 项目类别: Research Fellowships
• 财政年份: 2015
• 资助国家: 德国
• 起止时间: 2014-12-31 至 2017-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/290703121?language=en
• 关键词: Cooperative; Catalysis; Asymmetric; Transformations; Unprotected

Asymmetric phase-transfer catalysis has become an indispensable synthetic tool, widely established in the field of modern organic chemistry. Advantages such as the mild reaction conditions, simplified large-scale applications and the environmentally benign reaction systems render it as an attractive field with regards to sustainable green chemistry. Nevertheless, a broad range of pronucleophiles, improper for asymmetric phase-transfer catalysis, still exists. This project aims to shrink this broad range by the development of a novel method to render the application of substrates equipped with unprotected heteroatoms possible. For that purpose, a cooperative catalysis approach will be implemented. The major idea is to use a co-catalyst which directly coordinates the pronucleophile to modify its properties such as acidity and reactivity with a concomitant formation of an anionic complex for further interactions with the chiral phase-transfer catalyst. Fine-tuning of this anionic complex should render its application in miscellaneous organic transformations possible.

不对称相转移催化已成为现代有机化学中不可缺少的合成工具。该方法具有反应条件温和、易于大规模应用、反应体系对环境友好等优点，是可持续发展的绿色化学领域的一个热点。然而，仍然存在着一系列不适合于不对称相转移催化的亲核试剂。该项目旨在通过开发一种新的方法来缩小这一广泛的范围，以使配备有未受保护的杂原子的基底的应用成为可能。为此，将采取合作催化办法。主要思想是使用助催化剂，其直接协调亲核试剂以改变其性质，如酸度和反应性，同时形成阴离子络合物，用于与手性相转移催化剂的进一步相互作用。这种阴离子络合物的微调应使其在杂项有机转化中的应用成为可能。