Stereocontrolled access to α-fluoro-β-ketoesters

The effect of a fluorine atom on the asymmetric Michael reaction between a chiral α-fluoro-β-enaminoester derived from ( S)-1-phenylethylamine and various electrophilic alkenes is studied. α-Fluoro-α-substituted ketoesters are obtained in good yields with fairly good enantioselectivity.

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2007-04, Vol.18 (6), p.759-764
Main Authors: Delarue-Cochin, Sandrine, Bahlaouan, Bouchaib, Hendra, Frédéric, Ourévitch, Michèle, Joseph, Delphine, Morgant, Georges, Cavé, Christian
Format: Article
Language:English
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Summary:The effect of a fluorine atom on the asymmetric Michael reaction between a chiral α-fluoro-β-enaminoester derived from ( S)-1-phenylethylamine and various electrophilic alkenes is studied. α-Fluoro-α-substituted ketoesters are obtained in good yields with fairly good enantioselectivity.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2007.03.020