6533b871fe1ef96bd12d185b

RESEARCH PRODUCT

A non-catalyzed ring-opening aminolysis reaction of sesquiterpene lactones

C. L. GarciaBegoña GarcíaGonzalo BlayLuz CardonaJosé R. Pedro

subject

chemistry.chemical_classificationBicyclic moleculeOrganic ChemistrySesquiterpeneRing (chemistry)BiochemistryChloridePyrrolidinechemistry.chemical_compoundAminolysischemistryDrug DiscoverymedicineOrganic chemistryEnoneLactonemedicine.drug

description

Abstract Santonin (1) and other sesquiterpene lactones (6–10) react cleanly with pyrrolidine at room temperature to afford γ-hydroxyalkylamides, which by elimination with mesyl chloride in pyridine-benzene at 80°C give unsaturated alkylamides.

https://doi.org/10.1016/s0040-4039(00)76003-5