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Coupling Reaction of Alkyl Chlorides with Silyl Enolates Catalyzed by Indium Trihalide

Yoshihiro Nishimoto, Makoto Yasuda and Akio Baba*

*Department of Applied Chemistry, Center for Atomic and Molecular Technologies (CAMT), Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Email:

Y. Nishimoto, M. Yasuda, A. Baba, Org. Lett., 2007, 9, 4931-4934.

DOI: 10.1021/ol701684n (free Supporting Information)


Indium(III) halide catalyzed the coupling of alkyl chlorides with silyl enolates derived from esters, ketones, and aldehydes to give various α-alkylated carbonyl compounds. A one-pot, three-component reactions of aldehyde enolates, alkyl chlorides, and allylsilanes or alkynylsilanes is described.

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Key Words

Carbonyl Compounds, Carboxylic Acid Derivatives

ID: J54-Y2007-3650