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Synfacts 2007(12): 1289-1289
DOI: 10.1055/s-2007-991378
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
C. Nájera, M. de Gracia Retamosa, J. M. Sansano*
Universidad de Alicante, Spain
Further Information
Publication History
Publication Date:
22 November 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200712/lookinside/thumbnails/10.1055-s-2007-991378-1.jpg)
Significance
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.