Permethylated NHC‐Capped α‐ and β‐Cyclodextrins (ICyD<sup>Me</sup>) Regioselective and Enantioselective Gold‐Catalysis in Pure Water
Xiao‐Lei Zhu, Guangcan Xu, Lise‐Marie Chamoreau, Yongmin Zhang, Virginie Mouriès‐Mansuy, Louis Fensterbank, Olivia Bistri‐Aslanoff, Sylvain Roland, Matthieu Sollogoub
Abstract
Abstract A series of water‐soluble encapsulated copper(I), silver(I) or gold(I) complexes based on NHC‐capped permethylated cyclodextrins ( ICyD Me ) were developed and used as catalysts in pure water for hydration, lactonization, hydroarylation and cycloisomerization reactions. ICyD Me ligands gave cavity‐based high regioselectivity in hydroarylations, and high enantioselectivities in gold‐catalyzed cycloisomerizations reactions giving up to 98 % ee in water. These ICyD Me are therefore useful ligands for selective catalysis in pure water.
Topics & Concepts
CycloisomerizationRegioselectivityChemistryCatalysisCopperEnantioselective synthesisOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalytic Alkyne ReactionsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms