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Synfacts 2007(8): 0847-0847
DOI: 10.1055/s-2007-968767
DOI: 10.1055/s-2007-968767
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Tetrahydropentalene Ligands for Rh-Catalyzed Arylation of Arylimines
Z.-Q. Wang, C.-G. Feng, M.-H. Xu, G.-Q. Lin*
Shanghai Institute of Organic Chemistry and Shanghai Institute of Materia Medica, P. R. of China
Further Information
Publication History
Publication Date:
24 July 2007 (online)
Significance
The authors introduce the new chiral C 2-symmetric diene ligand 1 as an addition to the family of diene ligands pioneered by Hayashi and Carreira. The utility of this ligand is demonstrated in the Rh-catalyzed arylation of N-tosylarylimines with various arylboronic acids. Notably, this system tolerates a broad range of substituted N-tosylarylimines to give products in excellent yields and ee values. Additionally, the use of appropriately designed substrates gives chiral phthalimidines.