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Synfacts 2010(12): 1391-1391  
DOI: 10.1055/s-0030-1258907
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

C 1-Symmetric Dicyclopentadienes in Rh-Catalyzed Arylation of N-Tosylarylimines

Contributor(s): Hisashi Yamamoto, Dmitry L. Usanov
C. Shao, H.-J. Yu, N.-Y. Wu, C.-G. Feng*, G.-Q. Lin*
Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
22 November 2010 (online)

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Significance

Chiral dienes have been extensively used as highly efficient ligands in asymmetric reactions catalyzed by transition metals. In this paper the authors expand the structural diversity of this family by introduction of chiral dicyclopenta­diene ligands. A range of N-tosylarylimines underwent Rh/2-catalyzed arylation with arylboronic ­acids. Compared to the previously reported diene ligands, the products were obtained with higher yields (98-99%) and slightly lower enantioselectivities (90-96% ee).