title: Synthesis of α-fluoro-β-hydroxy esters by an enantioselective Reformatsky-type reaction.
abstract: The first enantioselective Reformatsky-type reaction of ethyl iodofluoroacetate has been accomplished with alkyl aryl ketones. High diastereoselectivities and excellent enantioselectivities for the major diastereomer (93-95% ee) were achieved with large alkyl groups. For smaller alkyl groups the diastereoselectivities were moderate, but excellent enantioselectivities were obtained for both diastereomers (79-94% ee).
authors.affiliation: Department of Chemistry, University of Leicester, Leicester, LE1 7RH, UK.
authors.forename: Michal
authors.initials: M
authors.lastname: Fornalczyk
authors.forename: Kuldip
authors.initials: K
authors.lastname: Singh
authors.forename: Alison M
authors.initials: AM
authors.lastname: Stuart
mesh_terms: D004952:Esters / Q000737:chemistry*; D005463:Fluoroacetates / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D004952:Esters; D005463:Fluoroacetates; D007659:Ketones