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Synfacts 2009(4): 0397-0397  
DOI: 10.1055/s-0028-1087898
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of P-Stereogenic Centers Through Ring-Closing Metathesis

Contributor(s): Mark Lautens, Jane Panteleev
J. S. Harvey, S. J. Malcolmson, K. S. Dunne, S. J. Meek, A. L. Thompson, R. R. Schrock, A. H. Hoveyda*, V. Gouverneur*
University of Oxford, UK; Boston College, Chestnut Hill and Massachusetts Institute of Technology, USA
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

Chiral phosphinates and phosphine oxides are an important class of molecules owing to their abundant use as ligands and Lewis base catalysts. Asymmetric synthesis of these motifs, however, is not trivial and the authors report a new approach towards these targets. Through asymmetric ring-closing metathesis, phosphinates (5) and phosphine oxides (7) bearing P-stereogenic centers are obtained in moderate yields and selectivity.