Hydrogenation of Enol Phosphinates in the Presence of Iridium Catalysts with N,P-Ligands

doi:10.1055/s-2007-968666

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Synfacts 2007(7): 0733-0733
DOI: 10.1055/s-2007-968666

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Hydrogenation of Enol Phosphinates in the Presence of Iridium Catalysts with N,P-Ligands

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
P. Cheruku, S. Gohil, P. G. Andersson*
Uppsala Universitet, Sweden

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Publikationsdatum:
22. Juni 2007 (online)

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Significance

The authors report a procedure for the hydrogenation of enol phosphinates under iridium catalysis. This reaction generates useful chiral phosphinate products that can be subsequently converted into the enantioenriched alcohols or phosphines. A variety of P,N-ligands were tested in the iridium system, with complex 1 giving the best results. Very high ee values are obtained for a large scope of enol phosphinates. A pressure of 30 bar H₂ is needed for high conversion.