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Optimization of the Ugi Reaction Using Parallel Synthesis and Automated Liquid Handling
Published on: November 11, 2008
Access to Cyclic Monensin Derivatives via a Four-Component Ugi Reaction
Robert Graniczny1, Adam Huczyński1, Jan Janczak2
1Department of Medical Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
None:
Herein, we report the application of the Ugi four-component reaction as an efficient and versatile strategy for the synthesis of macrocyclic derivatives of monensin. The approach enables the incorporation of a peptidomimetic linker, significantly modulating the biological and cation complexation properties of the obtained compounds. All derivatives were obtained in crystalline form, allowing unambiguous structural elucidation by single-crystal X-ray diffraction, which revealed macrocyclic architectures stabilized by intramolecular hydrogen bonding.
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