Synthesis 2008(3): 479-484  
DOI: 10.1055/s-2007-990814
PSP
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of meso- and cis-2,6-Diarylpiperidin-4-ones Catalyzed by l-Proline

Fernando Aznar*, Ana-Belén García, Noelia Quiñones, María-Paz Cabal
Unidad Asociada al C.S.I.C., Instituto Universitario de Química Organometálica ‘Enrique Moles’, Universidad de Oviedo, C/ Julián Clavería 8, 33006 Oviedo, Spain
Fax: +34(98)5103446; e-Mail: pcabal@uniovi.es;
Further Information

Publication History

Received 5 July 2007
Publication Date:
25 September 2007 (online)

Abstract

A convenient stereoselective preparation of meso- and cis-2,6-diarylpiperidin-4-ones has been developed by aza-Diels-Alder reaction­ catalyzed by l-proline from simple and commercially available starting materials.