Palladium-catalysed synthesis of conformationally constrained small cyclic peptides via Sonogashira coupling reaction, Heck reaction and enyne cycloisomerization

ORGN 400

Javed Iqbal, javediqbaldrf@hotmail.com, Discovery Chemistry, Discovery Research, Dr. Reddy's Laboratories Ltd, Bollaram Road, Miyapur, Hyderabad, 500 049, A.P, India, V. Balraju, balrajuv@rediffmail.com, Discovery Research, Dr. Reddy's Laboratories Ltd., University of Hyderabad, School of Chemistry, Bollaram Road, Miyapur, Hyderabad, 500 049, A.P, India, and Mariappan Periasamy, mpsc@uohyd.ernet.in, School of Chemistry, University of Hyderabad, Central University P.O, Hyderabad-500 046, India.

 

Recently, metal-catalysed reactions have gained an important role in the macrocyclizations. These reactions are important because of the efficient formation of medium- and large-size rings, derived from the ability of the metal to coordinate at both ends of the acyclic substrate to pre-organize the system and reduce entropic costs.  However,  limited results are available for macrocyclization in synthesis of small cyclic peptides.  This poster describes our recent work on the synthesis of a series of conformationally constrained small cyclic peptides (di-, tri-, and tetra-) using Palladium catalyzed cyclizations, like Sonogashira coupling reaction, Heck reaction and Enyne Cycloisomerization.