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Synfacts 2006(8): 0852-0852
DOI: 10.1055/s-2006-941996
DOI: 10.1055/s-2006-941996
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
PEG-Supported Monodentate Phosphite Ligands
W. Chen*, S. M. Roberts, J. Whittall*
University of Liverpool, UK
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941996-1.jpg)
Significance
A new PEG-supported monophosphite ligand for asymmetric hydrogenation of itaconates, enamides, α-dehydroamino acid derivatives and β-dehydroamino acid derivatives has been developed. The asymmetric hydrogenation of dimethyl itaconate was carried out in the presence of a PEG-supported Rh catalyst which was generated in situ from Rh(cod)2OTf and ligand 1 to give dimethyl (S)-2-methylsuccinate in quantitative yield (97.4% ee) with TOF of >20000 h-1. This supported catalyst was applied to the asymmetric hydrogenation of a wide range of substrates (five examples).