6533b82ffe1ef96bd12947f8

RESEARCH PRODUCT

Highly enantioselective synthesis of fluorinated gamma-amino alcohols through proline-catalyzed cross-Mannich reaction.

María Sánchez-rosellóAnd Elisabet EstebanDiego JimenezJuan F. Sanz-cerveraSantos FusteroAntonio Simón-fuentes

subject

Hydrocarbons FluorinatedProlineStereochemistryChemistryOrganic ChemistryEnantioselective synthesisStereoisomerismGeneral MedicineBiochemistryCombinatorial chemistryAmino AlcoholsCatalysisCatalysisMannich BasesOrganic chemistryProlinePhysical and Theoretical ChemistryMannich reaction

description

A new, simple route for the synthesis of fluorinated beta-alkyl gamma-amino alcohols in optically pure form in only two steps and featuring proline catalysis from inexpensive and readily available starting materials is described. The applied strategy allows for the introduction of diversity into both the beta-fluoroalkyl and alpha-alkyl groups of these compounds. [reaction: see text]

10.1021/ol050791fhttps://pubmed.ncbi.nlm.nih.gov/16048310