Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds

In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones....

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Veröffentlicht in:Journal of organic chemistry 2001-07, Vol.66 (14), p.4826-4830
Hauptverfasser: Blond, Gaëlle, Billard, Thierry, Langlois, Bernard R
Format: Artikel
Sprache:eng
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Zusammenfassung:In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo015587u