4.8 Article

Mg-promoted regio- and stereoselective C-acylation of aromatic α,β-unsaturated carbonyl compounds

Journal

ORGANIC LETTERS
Volume 3, Issue 22, Pages 3439-3442

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016376e

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[GRAPHICS] Treatment of aromatic alpha,beta -unsaturated carbonyl compounds with Mg turnings in the presence of acid anhydrides/TMSCI or acyl chlorides in DMF brought about a facile and efficient cross-coupling to give C-acylation products, which are useful 1,4-dicarbonyl compounds, in good to excellent yields in a regio- and stereoselective manner. The reaction may be initiated by electron transfer from magnesium to the substrates.

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