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Synfacts 2009(6): 0649-0649
DOI: 10.1055/s-0029-1216778
DOI: 10.1055/s-0029-1216778
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Copper-Catalyzed Domino Reductive Aldol Cyclization
J. Deschamp, O. Riant*
Université Catholique de Louvain, Louvain-la-Neuve, Belgium
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
25. Mai 2009 (online)
![](https://www.thieme-connect.de/media/synfacts/200906/lookinside/thumbnails/10.1055-s-0029-1216778-1.jpg)
Significance
As an extension on previous research involving the copper(I)-catalyzed domino reductive aldol reaction between methyl acrylate, aldehydes and ketones (Angew. Chem. Int. Ed. 2006, 45, 1292; Org. Lett. 2006, 8, 5943), the authors now describe the application of this methodology in the construction of bicyclic compounds. The procedure can be performed on a 10 mmol scale using only 0.5 mol% catalyst and affords the bicyclic products in good diastereo- and enantio-selectivity.