Fluorous dienophiles are powerful diene scavengers in Diels-Alder reactions.
[reaction: see text] Three fluorous dienophiles have been synthesized, and their value in scavenging an excess diene after Diels-Alder reactions is shown. The resulting fluorous derivatives are separated by solid-phase extraction on fluorous silica gel (FSPE). The fluorous [1,2,4]triazoline-3,5-dione 10 reacted with most dienes within seconds or minutes.
Werner
Stefan
S
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Curran
Dennis P
DP
D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000138:chemical synthesis*; D000588:Amines / Q000737:chemistry; D002384:Catalysis; D005461:Fluorine / Q000737:chemistry*; D008301:Maleimides / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
D000447:Aldehydes; D000475:Alkenes; D000588:Amines; D008301:Maleimides; D014230:Triazoles; C406672:triazole-dione; D005461:Fluorine