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Synfacts 2009(5): 0524-0524  
DOI: 10.1055/s-0029-1216622
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Alkenylzirconium Addition to 3,4-Dihydroquinoline

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
A. Saito, K. Iimura, M. Hayashi, Y. Hanzawa*
Showa Pharmaceutical University, Tokyo, Japan
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Publication History

Publication Date:
22 April 2009 (online)

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Significance

The authors described a copper(I)-catalyzed addition of alkenylzirconocene chloride (AZC) to 3,4-dihydroisoquinoline (DIQ) in the presence of a stoichiometric amount of an acylating reagent. The desired alkenylation-carbamation products were obtained in good yields. Moreover, they have developed the enantioselective addition of the AZD to DIQ using copper(I)/chiral diamine complex, even though moderate enantioselectivity was achieved.