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Synthesis of Primary Amines by the Electrophilic Amination of Grignard Reagents with 1,3-Dioxolan-2-one O-Sulfonyloxime

Mitsuru Kitamura, Takahiro Suga, Shunsuke Chiba and Koichi Narasaka*

*Department of Chemistry, Graduate School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email:

M. Kitamura, T. Suga, S. Chiba, K. Narasaka, Org. Lett., 2004, 6, 4619-4621.

DOI: 10.1021/ol0479951


An electrophilic amination of Grignard reagents with 4,4,5,5-tetramethyl-1,3-dioxolan-2-one O-phenylsulfonyloxime followed by acidic hydrolysis of the resulting imines gives primary amines.

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Key Words

Electrophilic Amination, Primary Amines

ID: J54-Y2004-1070