Enantioselective Palladium-Catalyzed Oxidative β,β-Fluoroarylation of α,β-Unsaturated Carbonyl Derivatives.
The site-selective palladium-catalyzed three-component coupling of deactivated alkenes, arylboronic acids, and N-fluorobenzenesulfonimide is disclosed herein. The developed methodology establishes a general, modular, and step-economical approach to the stereoselective β-fluorination of α,β-unsaturated systems.
Departamento de Química Orgánica, Universidad de Valencia, 46100, Burjassot, Spain.
Javier
J
Miró
Departamento de Química Orgánica, Universidad de Valencia, 46100, Burjassot, Spain. carlos.pozo@uv.es.
Carlos
C
Del Pozo
Department of Chemistry, University of California, Berkeley, CA, 94720, USA. fdtoste@berkeley.edu.
F Dean
FD
Toste
Departamento de Química Orgánica, Universidad de Valencia, 46100, Burjassot, Spain. santos.fustero@uv.es.|Laboratorio de Moléculas Orgánicas, Centro de Investigación Príncipe Felipe, 46012, Valencia, Spain. santos.fustero@uv.es.
Santos
0000-0002-7575-9439
S
Fustero
D000475:Alkenes / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*; D000096926:Benzenesulfonamides
D000475:Alkenes; D001897:Boronic Acids; D006845:Hydrocarbons, Fluorinated; D010165:Palladium; D013449:Sulfonamides; C523711:N-fluorobenzenesulfonimide; D000096926:Benzenesulfonamides
alkenes; fluorine; palladium; reaction mechanisms; synthetic methods