Thiete Dioxides as Templates Towards Twisted Scaffolds and Macrocyclic Structures

Chemistry. 2020 May 12;26(27):6029-6035. doi: 10.1002/chem.201905751. Epub 2020 Apr 28.

Abstract

Thiete dioxide units have been employed as a template for further functionalization through C-H activation strategies. Using simple thiete dioxide building blocks, a new library of axially chiral molecules has been synthesized that owe their stability to electrostatic interactions in the solid state. Similar starting materials were further engaged in the formation of cyclic trimeric structures, opening the pathway to unprecedented macrocyclic ring systems.

Keywords: C−H functionalization; axial chirality; four-membered rings; macrocycles; thiete dioxides.