M. Bordeau, F. Frébault, Mallory P Gobet
Sep 1, 2006
Citations
0
Influential Citations
20
Citations
Journal
European Journal of Organic Chemistry
Abstract
Difluoro(trimethylsilyl)acetamides 7 have been prepared from chlorodifluoroacetamides 5 by electrochemical silylation. When condensed with carbonyl compounds, they were shown to be precursors of 2,2-difluoro-3-hydroxyacetamides 8. N-(p-Methoxyphenyl)-2,2-difluoro-3-hydroxy-4-methylvaleramide (8a) has been converted into the corresponding 3,3-difluoroazetidinone 9a. This new route to 3,3-difluoroazetidinones is shown to be an alternative to the one utilizing the condensation of ethyl difluoro(trimethylsilyl)acetate with imines. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)