Download PDF
Synfacts 2006(10): 1062-1062  
DOI: 10.1055/s-2006-949373
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Highly Enantioselective Michael Addition of Aldehydes to Nitroolefins

Contributor(s): Benjamin List, Sonja Mayer
S. Vera, A. Mielgo, E. Gómez-Bengoa, C. Palomo*
Universidad del País Vasco, San Sebastián, Spain
Further Information

Publication History

Publication Date:
21 September 2006 (online)

    Permissions and Reprints

Significance

A highly enantioselective Michael addition of aldehydes 2 to nitroolefins 3 has been developed. Among several proline-derived catalysts studied, amide 1 turned out to give excellent results with only modest catalyst loadings (5 mol%). Products 4 were obtained in moderate to good yields (67-90%) and high to excellent enantiomeric ratios (from 95:5 to >99:1).