Asymmetric synthesis of planar-chiral macrocycles<i>via</i>organocatalyzed enantioselective macrocyclization
Shaoze Yu, Guosong Shen, Faqian He, Xiaoyu Yang
Abstract
A novel enantioselective macrocyclization method has been developed for the asymmetric synthesis of planar-chiral macrocycles through chiral phosphoric acid-catalyzed intramolecular addition of the hydroxy group with the allenamide moiety. A series of planar-chiral macrocycles bearing various ring sizes (18-member to 22-member) and various functional groups were generated with good to high enantioselectivities.
Topics & Concepts
Enantioselective synthesisMoietyIntramolecular forcePhosphoric acidChemistryRing (chemistry)Combinatorial chemistryStereochemistryPlanarPlanar chiralityCatalysisOrganic chemistryComputer scienceComputer graphics (images)Axial and Atropisomeric Chirality SynthesisAsymmetric Synthesis and CatalysisAlkaloids: synthesis and pharmacology