Clay montmorillonite: An efficient, heterogeneous catalyst for Michael reactions of silyl ketene acetals and silyl enol ethers with .ALPHA.,.BETA.-unsaturated carbonyl compounds.
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概要
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The Michael addition of silyl ketene acetals to α,β-unsaturated esters (enoates) is investigated. The reaction is catalyzed by clay montmorillonite (solid acid) most effectively among various, homogeneous and heterogeneous acid promoters. The montmorillonite-catalyzed reaction has several prominent features: (1) Not only α- or β-monosubstituted acrylates but also α,β- or β,β-disubstituted acrylates are applicable. (2) The highly regioselective 1,4-addition to a polyenoate is achievable. (3) The Michael adduct can be obtained in the form of a labile silyl ketene acetal owing to a simple work-up procedure. The Michael reaction of a silyl enol ether and silyl ketene acetals with α,β-unsaturated ketones (enones) is also described.
- 公益社団法人 日本化学会の論文
著者
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Izumi Yusuke
Department of Cardiology Ogakii Municipal Hospital
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ONAKA Makoto
Department of Applied Chemistry, Faculty of Engineering, Nagoya University
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Kawai Motomitsu
Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University
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