Atroposelective Synthesis of Axially Chiral Diaryl Ethers by <i>N</i>-Heterocyclic-Carbene-Catalyzed Sequentially Desymmetric/Kinetic Resolution Process
Libo Li, Wenqing Ti, Tianshu Miao, Jiao Ma, Aijun Lin, Qian Chu, Shang Gao
Abstract
-heterocyclic-carbene-catalyzed atroposelective synthesis of axially chiral diaryl ethers. Through a sequentially enantioselective desymmetric process and a kinetic resolution process, the products could be constructed in good yields with excellent enantiopurities. Both alcohols and phenols were compatible with this catalytic system. The axially chiral carboxylic acids derived from the esters were proven to be potential chiral ligands for asymmetric synthesis, for example, Rh(III)-catalyzed enantioselective C-H functionalization.
Topics & Concepts
ChemistryKinetic resolutionEnantioselective synthesisCarbeneCatalysisOrganic chemistryAxial symmetryCombinatorial chemistryAxial chiralityPhenolsStructural engineeringEngineeringAxial and Atropisomeric Chirality SynthesisN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry Methods