title: New Synthesis of Trifluoromethyl Aldimines Containing L-α-Amino Ester Moieties and Their Use in Mannich-Type Reactions.
abstract: L-α-amino esters were considered valuable chiral starting materials in the condensation reaction with trifluoroacetaldehyde (fluoral) ethyl hemiacetal to obtain new functionalized trifluoromethyl aldimines. Starting from these latter compounds, isovaleraldehyde was used in proline-catalyzed Mannich-type addition reactions to give trifluoromethyl syn- or anti-γ-amino alcohols bearing the L-α-amino ester function, simply by changing the reaction temperature.
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Luca
authors.initials: L
authors.lastname: Parise
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Alessia
authors.initials: A
authors.lastname: Pelagalli
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Laura
authors.initials: L
authors.lastname: Trulli
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Maria Cecilia
authors.initials: MC
authors.lastname: Vergari
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Stefania
authors.initials: S
authors.lastname: Fioravanti
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", Roma, Italy.
authors.forename: Lucio
authors.identifier: http://orcid.org/0000-0003-0087-1829
authors.initials: L
authors.lastname: Pellacani
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D004952:Esters; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007097:Imines
keywords: absolute configuration; amino acids; asymmetric synthesis; chiral molecules; fluorinated compounds; stereoselectivity