title: Aza-Michael access to fluoroalkylidene analogues of biomolecules.
abstract: The synthesis of fluoroaminosulfones derived from piperidine and nucleic bases followed by the study of their chemical behavior in the modified Julia reaction are described. The resulting aminosulfones open a straightforward access to a series of new fluorinated biomolecules including a potent DPP-II inhibitor and acyclonucleoside analogues as potential enzyme inhibitors.
authors.affiliation: Laboratoire de Chimie Moléculaire et Thioorganique, CNRS UMR 6507 & FR3038, Normandie Université, UNICAEN, ENSICAEN, 6 Boulevard du Maréchal Juin, 14050 Caen Cedex, France.
authors.forename: Anaïs
authors.initials: A
authors.lastname: Prunier
authors.forename: Charlène
authors.initials: C
authors.lastname: Calata
authors.forename: Julien
authors.initials: J
authors.lastname: Legros
authors.forename: Jacques
authors.initials: J
authors.lastname: Maddaluno
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Pfund
authors.forename: Thierry
authors.initials: T
authors.lastname: Lequeux
mesh_terms: D004152:Dipeptidyl-Peptidases and Tripeptidyl-Peptidases / Q000037:antagonists & inhibitors / Q000378:metabolism; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D006845:Hydrocarbons, Fluorinated; D011480:Protease Inhibitors; D013450:Sulfones; D004152:Dipeptidyl-Peptidases and Tripeptidyl-Peptidases; C100151:dipeptidyl peptidase II