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Synfacts 2008(12): 1334-1334
DOI: 10.1055/s-0028-1083577
DOI: 10.1055/s-0028-1083577
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Transfer Hydrogenation of β-Nitroacrylates
N. J. A. Martin, X. Cheng, B. List*
Max-Planck-Institut für Kohlenforschung, Mühlheim/Ruhr, Germany
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. November 2008 (online)

Significance
List and co-workers report a new approach to enantiopure β²-amino acids. The key step of their synthesis is a Jacobsen-type thiourea-1-catalyzed conjugate reduction of β-nitroacrylates to the corresponding β-nitroesters. This reaction works well with a variety of substrates. Although the described reaction is not stereo-convergent, stereoconvergence can be established by adding catalytic amounts of triphenylphosphine. In addition, a new and facile synthesis of β-nitroacrylates was developed.