Martin Vezina

Efficient parallel synthesis of macrocyclic peptidomimetics.

A new method for solid phase parallel synthesis of chemically and conformationally diverse macrocyclic peptidomimetics is reported. A key feature of the method is access to broad chemical and conformational diversity. Synthesis and mechanistic studies on the macrocyclization step are reported.

Parallel Solid-Phase Synthesis of Macrocyclic Peptidomimetics Using Ru-Catalyzed Ring-Closing Metathesis and a New Application of Cross Metathesis

Introduction As part of our efforts towards the development of methodologies for the parallel synthesis of small molecule macrocyclic peptidomimetics, we report a new application of Ru-catalyzed ring-closing metathesis (RCM) cyclative-release for the solid phase synthesis of this class of molecules. In addition, we achieved the synthesis of linker C4a, during the course of these studies, through the use of an unusually selective cross-metathesis (CM) reaction.