Difluorohomologation of Ketones

Despite significant developments in the synthesis of organofluorine compounds, efficient methods for the access of gem-difluorinated products are still limited. Indeed, the existing approaches involve either harsh deoxofluorination reagents, or multi-step functional group manipulation syntheses. α,α-Difluorinated ketones are attractive substrates for medicinal chemistry and drug discovery applications, since they efficiently form adducts (hemiketals) with water and other nucleophiles, which may resemble tetrahedral intermediates involved in the hydrolysis of peptides. Recently, a general protocol for the conversion of readily available ketones into their difluorohomologues was described by Alexander Dilman and his co-workers from Zelinsky Institute of Organic Chemistry (Moscow, Russian Federation).

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