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Synfacts 2009(1): 0094-0094
DOI: 10.1055/s-0028-1087420
DOI: 10.1055/s-0028-1087420
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Chiral Squaramide Organocatalysis
J. P. Malerich, K. Hagihara, V. H. Rawal*
The University of Chicago, USA
Further Information
Publication History
Publication Date:
18 December 2008 (online)
![](https://www.thieme-connect.de/media/synfacts/200901/lookinside/thumbnails/10.1055-s-0028-1087420-1.jpg)
Significance
Squaramides were identified as efficient catalysts for conjugate addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. Readily accessible cinchonine-substituted derivative 1 is a highly active catalyst, affording products in high yields and enantioselectivities. Additionally, high diastereoselectivity was observed with configurationally stable products (R² ∂ H).