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Selective Synthesis of α,β-Unsaturated Ketones by Dibutyltin Dimethoxide-Catalyzed Condensation of Aldehydes with Alkenyl Trichloroacetates

Akira Yanagisawa,* Riku Goudu and Takayoshi Arai

*Department of Chemistry, Faculty of Science, Chiba University, Inage, Chiba 263-8522, Japan, Email: ayanagifaculty.chiba-u.jp

A. Yanagisawa, R. Goudu, T. Arai, Org. Lett., 2004, 6, 4281-4283.

DOI: 10.1021/ol0482700 (free Supporting Information)


Abstract

Various α,β-unsaturated ketones were stereoselectively synthesized in high yields by a condensation of alkenyl trichloroacetates with aldehydes using the mild base dibutyltin dimethoxide as a catalyst in the presence of methanol.

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Key Words

Claisen-Schmidt Condensation, α,β-unsaturated ketones


ID: J54-Y2004-970