Synfacts 2007(12): 1289-1289  
DOI: 10.1055/s-2007-991378
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Enantioselective 1,3-Dipolar Cycloadditions with Silver Catalysts

Contributor(s): Mark Lautens, Michael Langer
C. Nájera, M. de Gracia Retamosa, J. M. Sansano*
Universidad de Alicante, Spain
Weitere Informationen


22. November 2007 (online)


The 1,3-dipolar cycloaddition reaction can generate four stereocenters with defined stereochemistry in a single step. The authors report on the reaction of azomethine ylides with N-methylmaleimide as dipolarophile in the presence of a chiral silver catalyst. The catalyst itself is insoluble in the reaction solvent and can be recovered and used consecutively up to four times with minimal loss in activity and selectivity.