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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

Zhi-Qian Wang, Chen-Guo Feng, Ming-Hua Xu* and Guo-Qiang Lin

*Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, P. R. of China, Email: xumhmail.shcnc.ac.cn

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

DOI: 10.1021/ja0710914

Abstract

A new type of C2-symmetric chiral diene ligand was applied successfully in the Rh-catalyzed asymmetric arylation of N-tosylarylimines with arylboronic acids to give a broad range of highly enantiomerically enriched diarylmethylamines as well as 3-aryl substituted phthalimidines.

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

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

Highly Enantioselective Synthesis of (Diarylmethyl)amines by Rhodium-Catalyzed­ Arylation of N-Nosylimines Using a Chiral Bicyclo[3.3.0]diene Ligand

L. Wang. Z.-Q. Wang, M.-H. Xu, G.-Q. Lin, Synthesis, 2010, 3263-3264.

Key Words

diarylmethylamines, isoindolinones

ID: J48-Y2007-1360