6533b85ffe1ef96bd12c2764

RESEARCH PRODUCT

Asymmetric synthesis of fluorinated amino macrolactones through ring-closing metathesis

Carmen Ramírez De ArellanoBegona FernandezNatalia MateuAntonio Pineda-lucenaRodrigo J. CarbajoJuan F. Sanz-cerveraSilvia MosulénSantos Fustero

subject

chemistry.chemical_classificationModels MolecularMacrocyclic CompoundsHydrocarbons FluorinatedMolecular StructureOrganic ChemistryEnantioselective synthesisStereoisomerismStereoisomerismMetathesisCrystallography X-RayCombinatorial chemistryChemical synthesisAmino AlcoholsLactonesRing-closing metathesischemistryCyclizationMoleculeAmine gas treatingLactone

description

The synthesis of new chiral fluorinated amino and azamacrolactones of types 1 and 2 is described. A ring-closing metathesis (RCM) reaction constitutes the key step in this methodology, which uses fluorinated amino alcohols 7 as starting materials. The influence of the CF2 group, which is located in the alpha-position relative to the carbon bearing the amino group, on the efficiency of the RCM reaction is noteworthy. This method allows for the preparation of the desired fluorinated macrolactones in excellent yields.

https://fundanet.cipf.es/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=3073