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Carbon-carbon bond formation via a tandem cationic 2-aza-Coperearrangement - Lewis acid promoted Petasis reaction

Tijdschriftbijdrage - Tijdschriftartikel

Potassium alkynyltrifluoroborates and potassium (2-phenyl)vinyltrifluoroborates react with N-3-butenyl-(2,2-dichloro-1-propylidene)amine in the presence of BF3.Et2O as a Lewis acid to synthesize rearranged Mannich products. The reaction starts with a cationic 2-aza-Cope rearrangement of the imine, followed by the Lewis acid promoted borono-Mannich-type reaction on the rearranged imine to result in a new class of functionalized N-homoallylamines.
Tijdschrift: Tetrahedron
ISSN: 0040-4020
Volume: 64
Pagina's: 3457-3463
Aantal pagina's: 7
Jaar van publicatie:2008
Trefwoorden:boron, chloroimine, Petasis, 2-aza-Cope, Tandem reaction
  • Scopus Id: 39849091031