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Effect of Substitution on the Intramolecular 1,3-Dipolar Cycloaddition of Alkene Tethered Münchnones

✍ Scribed by Bélanger, Guillaume; April, Myriam; Dauphin, Étienne; Roy, Stéphanie


Book ID
127326296
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
249 KB
Volume
72
Category
Article
ISSN
0022-3263

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Intramolecular 1,3-dipolar cycloadditions of two N-alkenylnitrones are studied by means of density functional theory calculations. Cycloaddition of an acyclic 4-hexenylnitrone led to the expected isoxazolidine in 46% yield, but a 4-cycloheptenylnitrone did not react. Calculations of the transition s