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The Stork enamine alkylation, involves the addition of an enamine to an alpha, beta-unsaturated carbonyl acceptor in a process similar to the Michael reaction. The product is then hydrolyzed by an aqueous acid to produce a 1,5-dicarbonyl compound. The process: # formation of an enamine from a ketone # addition of the enamine to an alpha, beta-unsaturated aldehyde or ketone # hydrolysis of the enamine back to a ketone When the electrophile is an acyl halide, a 1,3-diketone is formed (Stork acylation). The reaction is named after its inventor: Gilbert Stork. ==Variations== In a special case of this reaction type it is also possible to alkylate ketones or aldehydes with alkyl halides as less reactive electrophiles:〔''A New Method for the Alkylation of Ketones and Aldehydes: the C-Alkylation of the Magnesium Salts of N-Substituted Imines'' Gilbert Stork and Susan R. Dowd J. Am. Chem. Soc.; 1963; 85(14) pp 2178–80; 〕 In this method a carbonyl compound is converted to an imine by alkylimino-de-oxo-bisubstitution with a primary amine. The imine is then reacted with an Grignard reagent to the corresponding magnesium salt to an intermediate capable of displacing a halide. Hydrolysis once again yields the alkylated ketone. 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Stork enamine alkylation」の詳細全文を読む スポンサード リンク
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