Ryszard Ostaszewski

A tandem Petasis-Ugi multi component condensation reaction: solution phase synthesis of six dimensional libraries

Abstract Amino acids with three points of diversity generated from the Petasis boronic acid–Mannich reaction can be used as one of the four components of the Ugi condensation to prepare six dimensional libraries of dipeptide amides.

Solid-phase synthesis of five-dimensional libraries via a tandem Petasis-Ugi multi-component condensation reaction

Abstract Five-dimensional libraries of dipeptide amides are readily prepared using a solid-phase tandem Petasis–Ugi multi-component condensation protocol on either a RINK amine or Universal RINK isonitrile resin. The method is practical and can be automated to prepare a large number of compounds useful for high throughput biological screening.

Combination of enzymatic procedures with multicomponent condensations

A new synthetic method based on combination of enzymatic desymmetrization of 3-phenylglutaric anhydrides with multicomponent condensation is outlined. Enzymatic monoesterification of glutaric anhydrides was performed, and the derived monoacids were used as substrates for subsequent Ugi and Passerini multicomponent condensations. Both reactions were combined as two-step, one-pot processes. The choice of solvent and enzyme type has an appreciable effect on the course of reactions.