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Synthesis 2005(19): 3183-3185
DOI: 10.1055/s-2005-918460
DOI: 10.1055/s-2005-918460
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New YorkRhodium-Catalyzed Enantioselective Hydrogenation of β,β-Disubstituted α-Acetamido Acrylates Using Cheap Monodentate P-Ligands
Further Information
Received
28 September 2005
Publication Date:
14 November 2005 (online)
Publication History
Publication Date:
14 November 2005 (online)
Abstract
The asymmetric Rh-catalyzed hydrogenation of β,β-disubstituted α-acetamido acrylates, which are notoriously difficult substrates, is possible using readily available BINOL-derived monodentate phosphites or phosphonites. Essentially quantitative conversion and enantioselectivities of 95-97% ee are readily achieved, making the process industrially viable.
Key words
amino acids - asymmetric catalysis - hydrogenations - rhodium - chiral auxiliaries
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