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Tuesday, August 25 • 2:40pm - 3:20pm
[0116] Domino Strategies for Syntheses of Natural Products and New Molecular Scaffolds

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Our group has been engaged in designing simple and efficient domino strategies for the syntheses of natural products and natural product like molecules. In this lecture, our efforts leading to syntheses of vinigrol, cyclic guanidines and N-heterocyclic amides will be discussed in details.

Vinigrol, a unique diterpene, containing the decahydro-1,5-butanonaphthalene carbon skeleton has been shown to exhibit a broad spectrum of biological activity. Besides the multiple sites of oxygenation, vinigrol contains a tricyclic core having a cis-fused [4.4.0] system bridged by an eight-membered ring and eight contiguous stereocenters. We recently reported an enantioselective formal synthesis of vinigrol, involving a 1-2-3 strategy (one pot and 2-reactions with the formation of 3-rings), leading to the core structure of vinigrol from its stereochemically well-defined acyclic precursor.

The cyclic guanidines and N-heterocyclic amides are important structural units present in biologically active drug molecules. However, the existing methods suffer from harsh conditions, narrow functional group tolerance, poor atom economy, low yielding and so; it warrants an efficient protocol for their syntheses. We have developed a one-pot Cu-catalyzed cascade routes to these unique cyclic guanidines and N-heterocyclic amides from readily available starting materials

Invited Lecturers
avatar for Krishna Kaliappan

Krishna Kaliappan

Professor of Chemistry, Indian Institute of Technology
Place and Date of birth | Kallidaikurichi, TN. March 1968  | | Education  July 1988 – June 1990M.Sc. (Organic Chemistry Specialization)School of Chemistry, Madurai Kamaraj University June 1985 – May 1988B.Sc. (Chemistry), Madurai Kamaraj University   | | Research Experience  April... Read More →

Tuesday August 25, 2015 2:40pm - 3:20pm
UCEN Flying A