Ene-like addition of an oxoammonium cation to alkenes: highly selective route to allylic alkoxyamines.
The oxoammonium cation of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1) adds rapidly at room temperature in an ene-like fashion to trisubstituted alkenes to afford allylic alkoxyamines in high yield. [reaction: see text]
Pradhan
Priya P
PP
Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269-3060, USA.
Bobbitt
James M
JM
Bailey
William F
WF
D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis*; D002412:Cations / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
D000475:Alkenes; D000588:Amines; D002412:Cations; D007202:Indicators and Reagents; D000644:Quaternary Ammonium Compounds