Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes.
Strain-promoted cycloadditions of nitrones with cyclooctynes (k(2) = 1.5 M(-1) s(-1) at 25 degrees C) are up to 25 times more rapid than comparable reactions of azides.
McKay
Craig S
CS
Steacie Institute for Molecular Sciences, National Research Council of Canada, 100 Sussex Drive, Ottawa, ON, CanadaK1A 0R6.
Moran
Joseph
J
Pezacki
John Paul
JP
D003500:Cyclization; D003516:Cycloparaffins / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry; D009589:Nitrogen Oxides / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry
D003516:Cycloparaffins; D009570:Nitriles; D009589:Nitrogen Oxides; D010087:Oxides; C015388:nitrones