Fast and Efficient Access to a Family of Multifunctional 1,3,5-Trisubstituted Piperidines

Abstract

A collection of new 1,3,5-trisubstituted piperidines has been synthesized starting from the commercially available 5-bromonicotinic acid. A unified, diastereoselective strategy allows the controlled access to both cis and trans stereochemistries. The heterocyclic compounds thus prepared bear multiple functional groups suitable for structural diversification and combichem protocols.

Keywords:

• Piperidines
• protecting groups
• pyridines
• scaffolds
• stereoselective synthesis

ACKNOWLEDGMENT

Support from Laboratorios Almirall (Barcelona, Spain), Barcelona Science Park, and DGICYT (Spain, Project BQU2006-03794) is gratefully acknowledged.