Metals in concert: Development of a new multi-component multi-catalysis domino reaction merging the Gold-mediated Meyer-Schuster Rearrangement with the Rh-catalyzed enantioselective conjugate addition of boronic acids

金属协同作用：开发一种新的多组分多催化多米诺骨牌反应，将金介导的迈耶-舒斯特重排与铑催化的硼酸对映选择性共轭加成相结合

• 批准号: 243775761
• 负责人: Dr. Steffen Kreß
• 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: 2013
• 资助国家: 德国
• 起止时间: 2012-12-31 至 2014-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/243775761?language=en
• 关键词: Metals; concert; Development; new; multi

Domino processes enable resource- and time-effective processes for the realization of structural complexity in (asymmetric) organic synthesis. An emerging and largely unexplored approach in this area is the parallel use of two or more metals and corresponding ligands in one reaction vessel. The aim of this work is the development of a method merging the atom-economic Au-catalyzed rearrangement of simple and highly modular accessible propargylic alcohols with the Rh-catalyzed enantioselective 1,4-Addition of boronic acid derivatives. By this one-pot strategy, the time efforts and the material costs regarding the synthesis of beta-chiral carbonyl compounds will be reduced drastically by avoiding purification steps of the generated intermediates. By variation of the ligand systems mutually compatible catalysts will be determined whose selectivities are examined with respect to the desired domino process. The potential of this method will be probed by varying the steric and electronic properties of the substituents. The development of such processes enables highly flexible preparation of enantiomerically pure building blocks for natural product and drug synthesis.

多米诺过程使资源和时间有效的过程，实现结构复杂性（不对称）有机合成。在这一领域中，一种新兴的和基本上未探索的方法是在一个反应容器中平行使用两种或更多种金属和相应的配体。本工作的目的是发展一种方法，将原子经济的Au催化的简单和高度模块化的可及炔丙醇的重排与Rh催化的硼酸衍生物的对映选择性1，4-加成合并。通过这种一锅法策略，通过避免所产生的中间体的纯化步骤，关于β-手性羰基化合物的合成的时间努力和材料成本将大大减少。通过配体系统的变化，将确定相互相容的催化剂，其选择性相对于所需的多米诺过程进行检查。这种方法的潜力将通过改变取代基的空间和电子性质来探测。这种方法的发展使得能够高度灵活地制备用于天然产物和药物合成的对映体纯的结构单元。