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Asymmetric Addition of Dimethylzinc to N-Tosylarylimines Catalyzed by a Rhodium-Diene Complex toward the Synthesis of Chiral 1-Arylethylamines

Takahiro Nishimura, Yuichi Yasuhara and Tamio Hayashi*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan, Email: thayashikuchem.kyoto-u.ac.jp

T. Nishimura, Y. Yasuhara, T. Hayashi, Org. Lett., 2006, 8, 979-981.

DOI: 10.1021/ol060213e


Abstract

A rhodium complex coordinated with the chiral diene Ph-bod* catalyzed the asymmetric addition of dimethylzinc to N-tosylarylimines to give high yields of chiral 1-aryl-1-ethylamines with high enantioselectivity.

see article for more examples



C2-Symmetric Bicyclo[2.2.2]octadienes as Chiral Ligands: Their High Performance in Rhodium-Catalyzed Asymmetric Arylation of N-Tosylarylimines


Key Words

Benzylamines


ID: J54-Y2006-710