Strategies and tools for diversity-oriented synthesis

ORGN 288

Léon A. Ghosez, l.ghosez@iecb.u-bordeaux.fr, European Institute of Chemistry and Biology, 2, rue Robert Escarpit, 33607 Pessac cedex, France
The vast majority of commercial drugs are still small heterocyclic molecules produced by total synthesis. In recent years small molecules have also been used as tools for the study of the role and functions of new biological targets. Diversity-oriented synthesis should allow the production of collections of small molecules to fulfill this goal. The aim is to produce large numbers of highly diversified complex molecular structures by short sequences of reaction. This laboratory has developed short, convergent, and practical strategies for the synthesis of nitrogen-containing aromatic and saturated heterocycles. This lecture will describe these sequences of reaction and analyze the problems resulting from the high functional density of the reagents. New silicon-based catalysts have been designed that efficiently activate carbonyl compounds in the presence of a wide variety of functional groups. Practical and efficient asymmetric syntheses of these heterocycles will be discussed.