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Beilstein J. Org. Chem. 2014, 10, 323–331, doi:10.3762/bjoc.10.30
Graphical Abstract
Scheme 1: Organocatalytic enantioselective fluorination of α-chloroaldehyde 2a [8].
Scheme 2: Determination of absolute configuration of α-chloro-α-fluoro-β-keto ester 6 by X-ray analysis [9].
Scheme 3: Transformation of α-chloro-α-fluoro-β-keto ester 6 to chlorofluoro alcohol 4a.
Scheme 4: Proposed reaction mechanism.
Scheme 5: Fluorination of the enantiomers of 2a.
Scheme 6: Enantioselective fluorination of α-branched aldehyde 12.