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

Domino流程支持资源和时间有效的流程，以实现（不对称）有机合成中的结构复杂性。在这一领域，一种新兴的、很大程度上尚未开发的方法是在一个反应容器中平行使用两种或两种以上的金属和相应的配体。这项工作的目的是发展一种方法，将简单和高度模块化的丙炔醇的原子经济催化重排与铑催化的硼酸衍生物的对映选择性1,4加成相结合。通过这种一锅策略，由于避免了生成中间体的纯化步骤，大大减少了合成β -手性羰基化合物的时间和材料成本。通过配体系统的变化，将确定相互兼容的催化剂，其选择性将根据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。这种工艺的发展使得高度灵活地制备天然产物和药物合成的对映体纯构建块成为可能。

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.