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Highly Alkyl-Selective Addition to Ketones with Magnesium Ate Complexes Derived from Grignard Reagents

Manabu Hatano, Tokihiko Matsumura and Kazuaki Ishihara*

*Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan, Email: ishiharacc.nagoya-u.ac.jp

M. Hatano, T. Matsumura, K. Ishihara, Org. Lett., 2005, 7, 573-576.

DOI: 10.1021/ol047685i (free Supporting Information)



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Abstract

The nucleophilicity of magnesium ate complexes derived from Grignard reagents and alkyllithiums is remarkably increased compared to that of the original RLi or RMgX, while the basicity of R3MgLi is decreased, which allows a highly efficient alkyl-selective addition to ketones.

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Key Words

Grignard Reaction, 1,2-Additions


ID: J54-Y2005-170