0000000000901668

AUTHOR

Isabel Aparici

showing 2 related works from this author

ChemInform Abstract: Diastereodivergent Synthesis of Fluorinated Cyclic β3-Amino Acid Derivatives.

2016

The ability of 2-p-tolylbenzyl carbanions to behave as a source of chiral benzylic nucleophiles has been shown in its reaction with fluorinated imines. The process takes place with high levels of stereocontrol, rendering the corresponding amines as single diastereoisomers. Subsequent cross-metathesis followed by intramolecular aza-Michael reaction makes the synthesis of fluorinated homoproline derivatives bearing three stereogenic centers possible. Furthermore, the selectivity of the cyclization process can easily be tuned up in a diastereodivergent manner simply by changing the reaction conditions.

chemistry.chemical_classificationchemistryNucleophileIntramolecular forceSalt metathesis reactionDiastereomerGeneral MedicineSelectivityCombinatorial chemistryCarbanionAmino acidStereocenterChemInform
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Diastereodivergent Synthesis of Fluorinated Cyclic β(3)-Amino Acid Derivatives.

2015

The ability of 2-p-tolylbenzyl carbanions to behave as a source of chiral benzylic nucleophiles has been shown in its reaction with fluorinated imines. The process takes place with high levels of stereocontrol, rendering the corresponding amines as single diastereoisomers. Subsequent cross-metathesis followed by intramolecular aza-Michael reaction makes the synthesis of fluorinated homoproline derivatives bearing three stereogenic centers possible. Furthermore, the selectivity of the cyclization process can easily be tuned up in a diastereodivergent manner simply by changing the reaction conditions.

chemistry.chemical_classificationReaction conditionsHydrocarbons FluorinatedMolecular StructureProlineOrganic ChemistryDiastereomerBiochemistryCatalysisAmino acidStereocenterchemistryNucleophileIntramolecular forceOrganic chemistryPhysical and Theoretical ChemistryAmino AcidsSelectivityCarbanionOrganic letters
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