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Silver-Catalyzed Benzylation and Allylation Reactions of Tertiary and Secondary Alkyl Halides with Grignard Reagents

Hidenori Someya, Hirohisa Ohmiya, Hideki Yorimitsu* and Koichiro Oshima*

*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan, Email:,

H. Someya, H. Ohmiya, H. Yorimitsu, K. Oshima, Org. Lett., 2008, 10, 969-971.

DOI: 10.1021/ol800038a


The reaction of secondary and tertiary alkyl halides with benzylic or allylic Grignard reagents in the presence of a catalytic amount of silver nitrate in ether yielded the corresponding cross-coupling products in high yields. The coupling reaction provides efficient access to quaternary carbon centers.

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Key Words

Benzylation, Allylation

ID: J54-Y2008-0670