title: Catalyzed Reformatsky reactions with ethyl bromofluoroacetate for the synthesis of alpha-fluoro-beta-hydroxy acids.
abstract: The presence of catalytic amounts of CeCl(3) improves yields and simplifies procedure in the Reformatsky reactions of ethyl bromofluoroacetate with aldehydes and ketones to generate diastereomeric mixtures of alpha-fluoro-beta-hydroxy esters, some of which can be separated by crystallization or column flash chromatography. Diastereomerically pure alpha-fluoro-beta-hydroxy acids are obtained by mild alkaline hydrolysis of the resolved alpha-fluoro-beta-hydroxy esters. Detailed NMR data of new alpha-fluoro-beta-hydroxy esters and alpha-fluoro-beta-hydroxy acids are also presented.
authors.affiliation: Depto. de Química, Universidad de Caldas, AA.275, Manizales, Colombia.
authors.forename: R
authors.initials: R
authors.lastname: Ocampo
authors.forename: W R
authors.initials: WR
authors.lastname: Dolbier
authors.forename: K A
authors.initials: KA
authors.lastname: Abboud
authors.forename: F
authors.initials: F
authors.lastname: Zuluaga