Alkylation of magnesium enamide with alkyl chlorides and fluorides |
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| Authors: | Hatakeyama Takuji Ito Shingo Nakamura Masaharu Nakamura Eiichi |
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| Affiliation: | Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. |
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| Abstract: | A magnesium enamide derived from N-2-(N',N'-diethylamino)ethyl imine reacts with a primary and secondary alkyl chloride or a primary alkyl fluoride to give an alpha-alkylated ketone in good to excellent yield after hydrolysis. The reaction takes place with a high level of inversion of stereochemistry at the electrophilic carbon center and will be useful for production of optically active compounds. |
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