1,3-Dipolar Cycloaddition Reactions Of 1-Aza-1-Cyclooctene 1Oxide
AlJaroudi, SS; Perzanowski, HP; Wazeer, MIM; Ali, SA
PERGAMON-ELSEVIER SCIENCE LTD, TETRAHEDRON; pp: 5581-5592; Vol: 53
King Fahd University of Petroleum & Minerals
http://www.kfupm.edu.sa
Summary
The stereochemistry and reactivity of the cycloaddition reactions of eight-membered
cyclic nitrone (4) with several alkenes have been studied. The concentrated solution
of the cyclic nitrone undergoes polymerization to give acyclic polynitrone (15). The
nitrone 4 is found to be less reactive than its seven-membered counterpart. Barrier to
nitrogen inversion in one of the cycloaddition product, a 8/5 fused ring system, was
determined to be 55.4 kJ/mol. (C) 1997 Elsevier Science Ltd.
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