Tandem Reaction of Tertiary Enamides as a Synthetic Strategy to Construct the Fused <i>N</i>-Pentacyclic Skeleton of Erythrina Alkaloid Derivatives
Hanlin Yang, Wenzhong Li, Xin‐Ming Xu, Zu‐Li Wang
Abstract
An exquisite protocol to the synthesis of erythrina-related structural derivatives was developed, which is composed of a nucleophilic addition of tertiary enamides to ketonic carbonyls and the trapping of acyliminium by an aromatic unit. This protocol afforded a powerful method for the construction of diverse fused N-pentacyclic skeletons in high efficiency and excellent diastereoselectivity by just using different acid catalysts.
Topics & Concepts
ChemistryErythrinaTandemAlkaloidNucleophileCascade reactionStereochemistryCombinatorial chemistryOrganic chemistryCatalysisMaterials scienceTraditional medicineComposite materialMedicineChemical synthesis and alkaloidsAdvanced Synthetic Organic ChemistryChemical Synthesis and Analysis