Pd(II)-Catalyzed Highly Atroposelective C–H Alkynylation of [n]Paracyclophanes

Abstract Optically pure alkynyl-containing molecules represent highly versatile synthons in organic synthesis. Herein, we report a Pd/pGlu-catalyzed enantioselective C–H alkynylation of [n]paracyclophanes. This method provides efficient access to a diverse range of alkynylated [n]paracyclophanes in high yields with excellent enantioselectivities. Additionally, a cyclophane-based bifunctional thiourea catalyst was synthesized and exhibited promising activity in asymmetric Michael additions. Thermal epimerization studies were further conducted to elucidate the correlation between conformational stability and structural parameters.