Chiral Porous Sheet Assembly for Multiple Chirality Induction in Macrocycle Formation

The stereochemistry of chiral macrocycles bearing multiple chirality has a crucial influence on their physical and biological properties. Nevertheless, the multiple chirality induction in macrocyclizations remains largely unexplored in the synthetic community. Here we report that confined macrocyclizations in single-layer chiral porous sheets can generate macrocyclic products bearing multiple chirality with excellent stereoselectivity. To induce multiple chirality in a confined macrocyclization, we used chiral porous sheet structures formed through the self-assembly of a planar aromatic amphiphile including a tilt rod. The chiral interior of the porous sheet imprints its stereochemistry on the conformation of a linear substrate, enabling the ring closing reaction to simultaneously induce multiple chirality, including a stereocenter and strain-induced chirality.