Enantioselective Tail‐to‐Head Terpene Cyclizations by Optically Active Hexameric Resorcin4arene Capsule Derivatives

Abstract Molecular capsules enable the conversion of substrates inside a closed cavity, mimicking to some extent enzymatic catalysis. Chirality transfer from the molecular capsule onto the encapsulated substrate has been only studied in a few cases. Here we demonstrate that chirality transfer is possible inside a rather large molecular container of approximately 1400 Å 3 . Specifically, we present 1) the first examples of optically active hexameric resorcin4arene capsules, 2) their ability to enantioselectively catalyze tail‐to‐head terpene cyclizations, and 3) the surprisingly high sensitivity of enantioselectivity on the structural modifications.