Ortho-Substituted Axially Chiral Biaryl Phosphorus Compounds

G. Nishida; K. Noguchi; M. Hirano; K. Tanaka

doi:10.1055/s-2007-968772

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Synfacts 2007(8): 0840-0840
DOI: 10.1055/s-2007-968772

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Ortho-Substituted Axially Chiral Biaryl Phosphorus Compounds

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
G. Nishida, K. Noguchi, M. Hirano, K. Tanaka*
Tokyo University of Agriculture and Technology, Japan

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Publication History

Publication Date:
24 July 2007 (online)

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Significance

The Tanaka group describes the catalytic asymmetric synthesis of axially chiral biaryl phosphine compounds. Use of Rh with the H₈-BINAP ligand produces the products in extremely high yields with exceptionally high ee values. The reaction is performed in dichloromethane at room temperature and is complete after one hour. Tetra-ortho-substituted biaryl compounds are generated in this reaction.