Abstract

Hydroxymethylation of dimethylsilyl (DMS) enolates using aqueous formaldehyde solution is catalyzed by scandium(III) fluoride (ScF3) in aqueous media to give the corresponding β-hydroxy ketones in good to excellent yields. Whilst the DMS enolate reactions are facile the TMS enolates react sluggishly under the same conditions. ScF3 has been shown to be a unique catalyst for this reaction.

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