title: Enantioselective synthesis of bio-relevant 3,5-diaryl pyrazolines.
abstract: The straightforward asymmetric construction of bio-relevant Δ(2)-pyrazolines having either N-(thio)amide or N-acetyl functional groups and flanked by aryl substituents such as phenol at C3 and C5 has been achieved through an enantioselective phase transfer organocatalytic addition of N-Boc hydrazine to chalcones followed by a transprotection sequence allowing N-Boc transformation into N-CXNHR (X = S, O) or N-Ac functional groups. This approach was applied to a straightforward elaboration of chiral monoamine oxidase inhibitor derivatives.
authors.affiliation: INSA de Rouen, St Etienne du Rouvray, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Mahé
authors.forename: Isabelle
authors.initials: I
authors.lastname: Dez
authors.forename: Vincent
authors.initials: V
authors.lastname: Levacher
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Brière
mesh_terms: D000577:Amides / Q000737:chemistry; D015394:Molecular Structure; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000577:Amides; D008996:Monoamine Oxidase Inhibitors; D011720:Pyrazoles