Three Step Solid-Phase Synthesis of Functionalized Tetronic Acids Using an Activated Carbonate Linker

Abstract

An extension of our methodology on solid-phase synthesis (SPS) of five-membered heterocycles to functionalized tetronic acids is reported. The key step of our methodology is the application of a carbonate linker to the synthesis, offering us the convenience of incorporating the starting material and cleavage under mild conditions. The products were obtained in satisfactory yields and purities. The developed method can be applied to the preparation of libraries containing the tetronic acid moiety.

GRAPHICAL ABSTRACT

Keywords:

• C-acylation
• heterocycles
• lactones
• solid-phase synthesis
• tetronic acids

ACKNOWLEDGMENT

D. M. gratefully acknowledges the Committee of Research of the National Technical University of Athens for a doctoral assistantship.