Fäseke Vincent C, Witzig Reto M, Link Achim, Lotter Dominik, Sparr Christof
University of Basel Department of Chemistry St. Johanns-Ring 19 CH-4056 Basel, Switzerland.
Chimia (Aarau). 2017 Sep 27;71(9):596-599. doi: 10.2533/chimia.2017.596.
By taking inspiration from the fascinating biosynthetic machinery that creates aromatic polyketides, our group investigates analogous reactions catalyzed by small molecules. We are particularly captivated by the prospects of intramolecular aldol condensation reactions to generate different rotationally restricted aromatic compounds. In a first project of our independent research group, a highly stereoselective amine catalyzed synthesis of axially chiral biaryls, tertiary aromatic amides and oligo-1,2-naphthylenes has been developed. In this article, we outline the twists and turns for our escape from the aromatic flatland to structurally intriguing chiral arene scaffolds relevant for various fields of application.
通过从制造芳香族聚酮化合物的迷人生物合成机制中获取灵感，我们的团队研究了由小分子催化的类似反应。我们尤其着迷于分子内羟醛缩合反应生成不同旋转受限芳香族化合物的前景。在我们独立研究小组的第一个项目中，已经开发出了一种高度立体选择性的胺催化合成轴向手性联芳基、叔芳酰胺和低聚1,2-萘的方法。在本文中，我们概述了我们从芳香族平面领域脱身，转向与各种应用领域相关的结构引人入胜的手性芳烃支架的曲折历程。
