Interesting behavior of alpha,beta-unsaturated oximes in intramolecular [4 + 2] cycloaddition reactions.
[structure: see text] Intramolecular [4 + 2] cycloaddition using alpha,beta-unsaturated oximes was explored. The reactions proceeded under unusually facile conditions to furnish the nitrones. The latter were subsequently reacted with DMAD to afford [3 + 2] cycloaddition products.
François
David
D
Johnson & Johnson Pharmaceutical Research and Development, LLC, 1000 Route 202, Box 300, Raritan, New Jersey 08869, USA.
Maden
Amy
A
Murray
William V
WV
D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis; D008968:Molecular Conformation; D009589:Nitrogen Oxides / Q000737:chemistry; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry
D007555:Isoxazoles; D009589:Nitrogen Oxides; D010091:Oximes; C015388:nitrones