Enantioselective synthesis of α-fluorinated β²-amino acids

Simple item page
dc.contributor.authorEdmonds, M.
dc.contributor.authorGraichen, F.
dc.contributor.authorGardiner, J.
dc.contributor.authorAbell, A.
dc.date.issued2008
dc.descriptionCopyright © 2008 American Chemical Society
dc.description.abstractA methodology for the enantioselective synthesis of α-fluorinated β²-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 α-fluorinated β²-amino acids.
dc.description.statementofresponsibilityMichael K. Edmonds, Florian H. M. Graichen, James Gardiner, and Andrew D. Abell
dc.identifier.citationOrganic Letters, 2008; 10(5):885-887
dc.identifier.doi10.1021/ol703045z
dc.identifier.issn1523-7060
dc.identifier.issn1523-7052
dc.identifier.orcidAbell, A. [0000-0002-0604-2629]
dc.identifier.urihttp://hdl.handle.net/2440/47879
dc.language.isoen
dc.provenanceWeb Release Date: January 31, 2008
dc.publisherAmer Chemical Soc
dc.source.urihttp://pubs.acs.org/cgi-bin/abstract.cgi/orlef7/2008/10/i05/abs/ol703045z.html
dc.subjectCarboxylic Acids
dc.subjectHydrocarbons, Fluorinated
dc.subjectOxazolidinones
dc.subjectAmino Acids
dc.subjectMolecular Structure
dc.subjectAmination
dc.subjectCatalysis
dc.subjectStereoisomerism
dc.titleEnantioselective synthesis of α-fluorinated β²-amino acids
dc.title.alternativeEnantioselective synthesis of alpha-fluorinated beta(2)-amino acids
dc.typeJournal article
pubs.publication-statusPublished

Files

Collections

Chemistry and Physics publications