C₁-Symmetric Dicyclopentadienes as New Chiral Diene Ligands for Asymmetric Rhodium-Catalyzed Arylation of N-Tosylarylimines

Cheng Shao, Hong-Jie Yu, Nuo-Yi Wu, Chen-Guo Feng* and Guo-Qiang Lin*

*Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: fengcgsioc.ac.cn, lingqsioc.ac.cn

C. Shao, H.-J. Yu, N.-Y. Wu, C.-G. Feng, G.-Q. Lin, Org. Lett., 2010, 12, 3820-3823.

DOI: 10.1021/ol101531r

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Abstract

Monosubstituted C₁-symmetric dicyclopentadienes as a new class of diene ligands enable a rhodium-catalyzed asymmetric arylation of N-tosylarylimines in excellent yields with high enantioselectivities. The preparation of these diene ligands relied on an efficient lipase-catalyzed resolution as the key step.

see article for more examples

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Design of C₂-Symmetric Tetrahydropentalenes as New Chiral Diene Ligands for Highly Enantioselective Rh-Catalyzed Arylation of N-Tosylarylimines with Arylboronic Acids

Z.-Q. Wang, C.-G. Feng, M.-H. Xu, G.-Q. Lin, J. Am. Chem. Soc., 2007, 129, 5336-5337.

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Key Words

diarylmethylamines

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ID: J54-Y2010-2450