6533b82bfe1ef96bd128e314
RESEARCH PRODUCT
Diastereoselective synthesis of fluorinated, seven-membered beta-amino acid derivatives via ring-closing metathesis.
Juan F. Sanz-cerveraSantos FusteroAna BartolomeMaría Sánchez-rosellóArcía Soler JAntonio Simon FuentesRamírez De Arellano Csubject
chemistry.chemical_classificationOlefin metathesisStereochemistryChemistryOrganic ChemistryHalideStereoisomerismGeneral MedicineFluorineBiochemistryMedicinal chemistryAmino acidTurn (biochemistry)Ring-closing metathesisYield (chemistry)Salt metathesis reactionPhysical and Theoretical ChemistryAmino AcidsBeta (finance)Cis–trans isomerismAcyclic diene metathesisdescription
[reaction: see text] Cis and trans seven-membered gamma,gamma-difluorinated beta-amino acid derivatives (III) have been prepared with a sequence that starts with imidoyl halides (I), which are condensed with suitable ester enolates to give intermediates (II). These, in turn, can be cyclized by means of a ring-closing olefin metathesis reaction and the product stereoselectively reduced to yield compounds (III) in good overall yields.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-07-05 | Organic letters |