Cooperative Chiral Anion Phase-Transfer and Palladium-Catalysis to the Oxyarylation of Homoallylic Alcohols and to the Synthesis of Indolines

手性阴离子相转移和钯催化协同高烯丙醇的氧化芳基化和二氢吲哚的合成

• 批准号: 388025156
• 负责人: Dr. Mario Ellwart
• 金额: --
• 依托单位: Department of Chemistry
• 依托单位国家: 德国
• 项目类别: Research Fellowships
• 财政年份: 2017
• 资助国家: 德国
• 起止时间: 2016-12-31 至 2017-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/388025156?language=en
• 关键词: Cooperative; Chiral; Anion; Phase; Transfer

Transition metal-catalyzed cross-coupling reactions and Chiral Anion Phase-Transfer (CAPT) catalysis are already among the most important transformations in synthetic organic chemistry. However, only few combinations of these two methods have been described. Consequently, a novel strategy for the combination of Chiral Anion Phase-Transfer (CAPT) and palladium-catalysis is proposed in this project for the selective formation of a single, optically pure product. Once a suitable catalytic system is found, chiral tetrahydrofuran derivatives will be prepared. Furthermore, this catalytic system can be adapted for an intramolecular cooperative CAPT and Pd-catalysis. Thus, various functionalized indolines with interesting medicinal properties (e.g. acetylcholinesterase inhibitors or anticancer agents) will be easily accessible with high efficiency.

过渡金属催化的交叉偶联反应和手性阴离子相转移(CAPT)催化已经是合成有机化学中最重要的转化之一。然而，这两种方法的组合很少被描述。因此，在这个项目中，提出了一种将手性阴离子相转移(CAPT)和钯催化相结合的新策略，以选择性地形成单一的光学纯产品。一旦找到合适的催化体系，就可以制备手性四氢呋喃衍生物。此外，该催化体系还可用于分子内协同的CAPT和Pd催化。因此，各种具有有趣药用性质的官能化吲哚类化合物(如乙酰胆碱酯酶抑制剂或抗癌药物)将很容易高效地获得。