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Synfacts 2009(8): 0899-0899  
DOI: 10.1055/s-0029-1217489
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Stereoselective Synthesis of α-Fluoroacrylates from Aldehydes and Ketones

Contributor(s): Paul Knochel, Tobias Thaler
G. Lemonnier, L. Zoute, G. Dupas, J.-C. Quirion, P. Jubault*
INSA de Rouen and Université de Rouen, Mont-Saint-Aignan, France
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

A stereoselective one-pot synthesis of α-fluoroacrylates is reported. Hereby, ethyl dibromofluoroacetate is converted into the corresponding enolate via bromine-zinc exchange. The latter is reacted with carbonyl derivatives furnishing the expected α-fluoroacrylates with moderate to good yields and excellent stereoselectivities.