Journal of Organometallic Chemistry

Addition of trimethylsilylmethylmagnesium chloride to α, β-unsaturated carbonyls

RT Taylor, JG Galloway

Index: Taylor, Richard T.; Galloway, James G. Journal of Organometallic Chemistry, 1981 , vol. 220, # 3 p. 295 - 300

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Abstract

Abstract Reactions of α, β-unsaturated carbonyl compounds with Me 3 SiCH 2 MgCl, prepared from chloromethyltrimethylsilane [1], were examined. Unlike its lithium counterpart (Me 3 SiCH 2 Li), which adds to α, β-unsaturatedketones in the 1, 2-sense, the Grignard reagent afforts γ silanes via a 1, 4-addition sequence. This tendency is accentuated by the addition of Cu 2 Br 2. Addition of the Grignard reagent to α, β-unsaturated aldehydes gives ...