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Michael Additions of Highly Basic Enolates to ortho-Quinone Methides

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Figshare2016-02-13 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Michael_Additions_of_Highly_Basic_Enolates_to_i_ortho_i_Quinone_Methides/2171077
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A protocol by which ketone or ester enolates and ortho-quinone methides (o-QMs) are generated in situ in a single reaction flask from silylated precursors under the action of anhydrous fluoride is reported. The reaction partners are joined to give a variety of β-(2-hydroxyphenyl)-carbonyl compounds in 32–94% yield in a single laboratory operation. The intermediacy of o-QMs is supported by control experiments utilizing enolate precursors and conventional alkyl halides as competitive alkylating agents and the isolation of 1,5-dicarbonyl products resulting from conjugate additions that do not restore the aromatic system.
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2016-02-13
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