6533b7d2fe1ef96bd125eb2d
RESEARCH PRODUCT
Enantioselective synthesis of fluorinated alpha-amino acids and derivatives in combination with ring-closing metathesis: intramolecular pi-stacking interactions as a source of stereocontrol.
Antonio Hidalgo NavarroAnd Alessandro VolonterioAmparo AsensioGiovanni FronzaBelén PinaAna BartolomeAntonio SimónSantos FusteroJuan García SolerMatteo ZandaPierfrancesco Bravosubject
Molecular StructureChemistryHydrideStereochemistryPummerer rearrangementOrganic ChemistryStackingEnantioselective synthesisStereoisomerismFluorineMetathesisBiochemistryRing-closing metathesisIntramolecular forcePhysical and Theoretical ChemistryAmino AcidsAcyclic diene metathesisdescription
[reaction: see text]. Hydride reduction of C=N bonds stereocontrolled by intramolecular pi-stacking interactions of 1-naphthylsulfinyl and N-aryl groups, nonoxidative Pummerer rearrangement, and ring-closing metathesis are efficiently combined in a highly stereoselective entry to enantiomerically pure cyclic and acyclic fluorinated beta-amino alcohols and alpha-amino acid derivatives, respectively.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-08-17 | Organic letters |