Litcius/Paper detail

Lewis-Base-Catalyzed Enantioselective Formal [4 + 2] Annulations of Morita–Baylis–Hillman Carbonates: Access to Tetrahydroquinolines Derivatives

Yanlin He, Wei Cai, You Huang

2023Organic Letters33 citationsDOI

Abstract

The Lewis-base-catalyzed enantioselective formal [4 + 2] annulation reaction of o -acylamino-aryl MBH carbonates and electron-deficient olefins was developed. Tetrahydroquinolines with three sequential stereogenic centers containing a quaternary stereocenter were obtained in high yields with good enantioselectivity.

Topics & Concepts

StereocenterEnantioselective synthesisChemistryLewis acids and basesAnnulationCatalysisArylBase (topology)StereochemistryCombinatorial chemistryOrganic chemistryMedicinal chemistryAlkylMathematicsMathematical analysisAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsCatalytic C–H Functionalization Methods
Lewis-Base-Catalyzed Enantioselective Formal [4 + 2] Annulations of Morita–Baylis–Hillman Carbonates: Access to Tetrahydroquinolines Derivatives | Litcius