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Letter

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

Supporting Info

Manabu Hatano, Tokihiko Matsumura, and Kazuaki Ishihara*

Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan

Org. Lett., 2005, 7 (4), pp 573–576

DOI: 10.1021/ol047685i

Publication Date (Web): January 15, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ishihara@cc.nagoya-u.ac.jp

Abstract

A highly efficient alkyl-selective addition to ketones with magnesium ate complexes derived from Grignard reagents and alkyllithiums is described. The nucleophilicity of R in R₃MgLi is remarkably increased compared to that of the original RLi or RMgX, while the basicity of R₃MgLi is decreased. Furthermore, a highly R-selective addition to ketones is demonstrated using RMe₂MgLi in place of R₃MgLi.

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Published In Issue February 17, 2005
Received November 10, 2004

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Letter

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

Abstract

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Recommend & Share

Related Content

Highly Efficient Alkylation to Ketones and Aldimines with Grignard Reagents Catalyzed by Zinc(II) Chloride Highly Efficient Alkylation to Ketones and Aldimines with Grignard Reagents Catalyzed by Zinc(II) Chloride

Reactions of carbonyl compounds with Grignard reagents in the presence of cerium chlorideReactions of carbonyl compounds with Grignard reagents in the presence of cerium chloride

Selective Halogen−Magnesium Exchange Reaction via Organomagnesium Ate Complex

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