Biology-oriented synthesis of benzopyrano[3,4-c]pyrrolidines
Marco Potowski1, Christopher Golz2, Carsten Strohmann2
1Department of Chemical Biology, Max-Planck-Institute of Molecular Physiology, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany; Chemical Biology, Faculty of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany.
Abstract:
A natural product inspired synthesis of 6,6,5-tricyclic compounds via a silver(I)-catalyzed formal 1,3-dipolar cycloaddition of coumarins with α-iminoesters was developed. The reaction proceeds in a stepwise reaction course under formation of the trans-substituted diastereomer with respect to the 1,3-dipole and shows a broad substrate scope.
Related Concept Videos
Biosynthesis of Nucleic Acids
Electrophilic Aromatic Substitution: Nitration of Benzene
Aromatic Compounds: Overview
In 1825, Faraday...
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction


