Ethyl Difluoro (trimethylsilyl) acetate and Difluoro (trimethylsilyl) acetamides–Precursors of 3, 3??Difluoroazetidinones

M Bordeau, F Frébault, M Gobet…

Index: Bordeau, Michel; Frebault, Frederic; Gobet, Mallory; Picard, Jean-Paul European Journal of Organic Chemistry, 2006 , # 18 p. 4147 - 4154

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Citation Number: 8

Abstract

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 ...