4.8 Article

Enantioselective synthesis of α-fluorinated β2-amino acids

Journal

ORGANIC LETTERS
Volume 10, Issue 5, Pages 885-887

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol703045z

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A methodology for the enantioselective synthesis of a-fluorinated beta(2)-amino acids has been developed from readily available carboxylic acids 3. Conversion to the Evan's oxazolidinone followed by enantioselective-fluorination and alkylation gave 7 in high diastereomeric excess (> 95%). Subsequent removal of the oxazolidinone and amination at the Bn-protected hydroxyl center gave optically active alpha-fluorinated beta(2)-amino acids.

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